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Medicinal Chemistry

Ireland Research Group Publications

1.         Gomez, E.; Faulkner, D.J.; Newman, W.A.; Ireland, C.  Juvenile Hormone Mimics:  Effect on Cirriped Crustacean Metamorphosis  Science (1973) 179, 813-814.

 

2.         Ramenofsky, M.; Faulkner, D.J.; Ireland, C.  Effect of Juvenile Hormone on Cirriped Metamorphosis  Biochem. Biophys. Res. Comm. (1974) 60, 172-178.

 

3.         Faulkner, D.J.; Stallard, M.O.; Ireland, C.M.  Prepacifenol Epoxide, a Halogenated Sesquiterpene Diepoxide  Tetrahedron. Lett.  (1974) 40, 3571-3574.

 

4.         Ireland, C.; Faulkner, D.J.; Clardy, J.; Finer, J.  A Novel Diterpene from Dolabella californica  J. Amer. Chem. Soc. (1976) 98, 4664.

                                                                       

5.         Ireland, C.M.; Stallard, M.O.; Faulkner, D.J.  Some Chemical Constituents of the Digestive Gland of the Sea Hare Aplysia californica  J. Org. Chem. (1976) 41, 2461-2465.

 

6.         Ireland, C. and Faulkner, D.J.  Diterpenes from Dolabella californica  J. Org. Chem. (1977) 42, 3157.

 

7.         Ireland, C.; Faulkner, D.J.; Solheim, B.A.; Clardy, J.  Tridachione, a Propionate-Derived Metabolite of the Opisthobranch Mollusc Tridachiella diomedea  J. Amer. Chem. Soc. (1978) 100, 1002.

 

8.         Ireland, C. and Faulkner, D.J.  The Defensive Secretion of the Opisthobranch Molluscs Onchidella binneyi  Bioorg. Chem. (1978) 7, 125-131.

 

9.         Ireland, C.; Faulkner, D.J.; Clardy, J.; Finer, J.  Crispatone, a Metabolite of the Opisthobranch Mollusc Tridachia crispata  J. Amer. Chem. Soc. (1979) 101, 1275.

 

10.       Ireland, C. and Scheuer, P.J.  Photosynthetic Marine Molluscs  Science (1979) 205, 922.

 

11.       Ireland, C. and Scheuer, P.J.  Ulicyclamide and Ulithiacylamide, Two New Small Peptides from a Marine Tunicate  J. Amer. Chem. Soc. (1980) 102, 5688-5691.

 

12.       Ireland, C. and Faulkner, D.J.  The Metabolites of the Marine Molluscs Tridachiella diomedea and Tridachia crispata  Tetrahedron, (1981) 37, 233-240.

 

13.       Ireland, C.M.; Durso, A.R., Jr.; Scheuer, P.J.  N,N1 dipenethylurea a Metabolite from the Marine Ascidian Didemnum ternatanum  J. Nat. Prod. (1981) 44, 360-361.

 

14.       Hochlowski, J.R.; Walker, R.P.; Ireland, C.M.; Faulkner, D.J.  Metabolites of Four Nudibranchs of the Genus Hypselodoris  J. Org. Chem. (1982) 47, 88-91.

 

15.       Ireland, C.M.; Durso, A.R., Jr.; Newman, R.A.; Hacker, M.P.  Antineoplastic Cyclic Peptides from the Marine Tunicate Lissoclinum patella  J. Org. Chem. (1982) 47, 1807-1811.

 

16.       Biskupiak, J.E. and Ireland, C.M.  Pectinatone, a New Antibiotic from the Mollusc Siphonaria pectinata  Tetrahedron Lett. (1983) 24, 3055-3058.

 

17.       Biskupiak, J.E. and Ireland, C.M.  The Stereochemistry of Thiazole Amino Acids in Peptides  J. Org. Chem. (1983) 48, 2302-2304.

 

18.       Wasylyk, J.M.; Biskupiak, J.E.; Costello, C.E.; Ireland, C.M.  Cyclic Peptide Structures from the Tunicate Lissoclinum patella by FAB Mass Spectroscopy  J. Org. Chem. (1983) 48, 4445-4449.

 

19.       Sesin, D.F. and Ireland, C.M.  Iodinated Tyramine Derivatives from Marine Tunicate  Tetrahedron Lett. (1984) 25, 403-404.

 

20.       Ireland, C.M.; Biskupiak, J.E.; Hite, G.J.; Rapposch, M.; Scheuer, P.J.; Ruble, J.R.  Ilikonapyrone Esters, Likely Defense Allomones of the Mollusc Onchidium verruculatum  J. Org. Chem. (1984) 49, 559-561.

 

21.       Biskupiak, J.E. and Ireland, C.M.  Revised Absolute Configuration of Dysidenin and Isodysidenin  Tetrahedron Lett. (1984) 25, 2935-2936.

 

22.       Hochlowski, J.E.; Coll, J.C.; Faulkner, D.J.; Biskupiak, J.E.; Ireland, C.M.; Qi-tai, Z.; Cun-heng, H.; Clardy, J.  Novel Metabolites from Four Siphonaria Species  J. Amer. Chem. Soc. (1984) 106, 6748-6750.

 

23.       Roll, D.M. and Ireland, C.M.  Citorellamine, A New Bromoindole Derivative from Polycitorella mariae  Tetrahedron Lett. (1985) 26, 4303-4306.

 

24.       Biskupiak, J.E. and Ireland, C.M.  Cytotoxic Metabolites from the Mollusc Peronia peronii  Tetrahedron Lett. (1985) 26, 4307-4310.

 

25.       Sesin, D.F.; Gaskel, S.; Ireland, C.M.  The Chemistry of Lissoclinum patella  Bull. Soc. Chim. Belg. (1986) 95, 853-867.

 

26.       Zabriskie, T.M.; Klocke, J.A.; Ireland, C.M.; Marcus, A.H.; Molinski, T.F.; Faulkner, D.J.; Xu, C.; Clardy, J.  Jaspamide, A Modified Peptide from a Jaspis sponge, with Insecticidal and Antifungal Activity  J. Amer. Chem. Soc. (1986) 108, 3123-3124.

 

27.       Roll, D.M.; Biskupiak, J.E.; Mayne, C.L.; Ireland, C.M.  Muamvatin, A Novel Tricyclic Spiro Ketal from the Fijian Mollusc Siphonaria normalis  J. Amer. Chem. Soc. (1986) 108, 6680-6682.

 

28.       Moriarity, R.M.; Roll, D.M.; Ku, Y.; Nelson, C.; Ireland, C.M.  A Revised Structure for the Marine Bromo-Indole Derivative Citorellamine  Tetrahedron Lett. (1987) 28, 749-752.

 

29.       McKee, T.C. and Ireland, C.M.  Cytotoxic and Antimicrobial Alkaloids from a Fijian Xestospongia caycedoi  J. Nat. Prod. (1987) 50, 754-756.

 

30.       Lindquist, N.; Fenical, W.; Sesin, D.F.; Ireland, C.M.; Van Duyne, G.D.; Forsyth, C.J.; Clardy, J.  Isolation and Structure Determination of the Didemnenones, Novel Cytotoxic Metabolites from Tunicates  J. Amer. Chem. Soc. (1988) 110, 1308-1309.

 

31.       Molinski, T.F. and Ireland, C.M.  Dysidazirine, a Cytotoxic Azacyclopropene from the Marine Sponge Dysidea fragilis  J. Org. Chem. (1988) 53, 2103.

 

32.       Roll, D.M. and Ireland, C.M.  Fascaplysin, an Unusual Antimicrobial Pigment from the Marine Sponge Fascaplysinopsis sp.  J. Org. Chem. (1988) 53, 3276.

 

33.       Ireland, C.M.; Roll, D.M.; Molinski, T.F.; McKee, T.C.; Zabriskie, T.M.; Swersey, J.C.  Uniqueness of the Marine Chemical Environment: Categories of Marine Natural Products from Invertebrates  Mem. Cal. Acad. Sci. (1988) 13, 41-57.

 

34.       Zabriskie, T.M.; Mayne, C.L.; Ireland, C.M.  Patellazole C: A Novel Cytotoxic Macrolide from Lissoclinum patella  J. Amer. Chem. Soc. (1988) 110, 7919-7920.

 

35.       McKee, T.C.; Ireland, C.M.  The Complete Spectral Assignment of Didemnin B and Nordidemnin B  Tetrahedron Lett. (1989) 30, 3053-56.

 

36.       Charyulu, G.A.; McKee, T.C.; Ireland, C.M.  Diplamine, A Cytotoxic Polyaromatic Alkaloid from the Tunicate Diplosoma sp. Tetrahedron Lett. (1989) 32, 4201.

 

37.       Zabriskie, T.M. and Ireland, C.M. The Isolation and Structure of Modified, Bioactive Nucleosides from Jaspis johnstoni  J. Nat. Prod. (1989) 52, 1353-1356.

 

38.       Molinski, T.F.; Ireland, C.M.  Varamines A and B, New Cytotoxic Thioalkaloids from Lissoclinum vareau  J. Org. Chem. (1989) 54, 4256-4259.

 

39.       Zabriskie, T.M.; Foster, M.P.; Stout, T.; Clardy, J.; Ireland C.M.  Studies on the Solution- and Solid-State Structure of Patellin 2  J. Amer. Chem. Soc. (1990), 112, 8080-8084.

 

40.       Davidson, B.S. and Ireland, C.M.  Lissoclinolide, A Polyketide Lactone from Lissoclinum patella.  J. Nat. Prod. (1990), 53, 1036-1038.

 

41.       West, R.R.; Ireland, C.M.; Mayne, C.L.; Brinen, L.S.; Clardy, J.  Plakinidines: Cytotoxic Alkaloid Pigments from the Fijian Sponge Plakortis sp.  Tetrahedron lett. (1990) 31, 3271-3274.

42.       Davidson, B.S.; Molinski, T.F.; Barrows, L.R.; Ireland, C.M.  Varacin, A Novel Antifungal Polysulfide from Lissoclinum vareau  J. Amer. Chem. Soc.  (1991) 113, 4709-4710.

 

43.       Copp, B.R. and Ireland, C.M.  Wakayin: A Novel Cytotoxic Pyrroloiminoquinone Alkoloid from the Ascidian Clavelina Species  J. Org. Chem. (1991) 56, 4596-4597.

 

44.       Swersey, C.J.; Barrows, L.R.; Ireland, C.M. Mamanuthaquinone: An Antimicrobial and Cytotoxic Metabolite of Fasciospongia sp.  Tetrahedron Lett. (1991) 32, 6687-6690.

 

45.       McDonald, L.A.; Ireland, C.M.  Patellamide E: A New Cyclic Peptide from the Ascidian Lissoclinum patella  J. Nat. Prod. (1992) 55, 376-379.

 

46.       McDonald, L.A.; Phillips, D.R.; Ireland, C.M.  Tawicyclamides A and B: New Cyclic Peptides from the Ascidian Lissoclinum patella: Studies on the Solution- and Solid-State Conformations  J. Org. Chem. (1992) 57, 4616-4624.

 

47.       Dunkel, R.; Mayne, C.L.; Foster, M.P.; Ireland, C.M.; Du, L.; Owen, N.L.; Pugmire, R.J.; Grant D.M.  Applications of the Improved Computerized Analysis of 2D-INADEQUATE Spectra  Anal. Chem. (1992) 64, 3150-3160.

 

48.       Foster, M.P.; Mayne, C.L.; Dunkel, R.; Pugmire, R.J.; Grant, D.M.; Kornprobst, J.M.; Verbist, J.F.; Biard, J.F.; Ireland, C.M.  The Revised Structure of Bistramide A (Bistratene A): Application of a New Program for the Automated Analysis of 2D INADEQUATE Spectra  J. Amer. Chem. Soc. (1992) 114, 1110-1110.

 

49.       Copp, B.R.; Ireland, C.M.; Barrows, L.R.  Psammaplysin C: A New Cytotoxic Dibromotyrosine-Derived Metabolite from the Marine Sponge Druinella (=Psammaplysilla) purpurea  J. Nat. Prod. (1992) 55, 822-823.

 

50.       Foster, M.P.; Concepcion, G.P.; Caraan, G.B.; Ireland, C.M.  Bistratamides C and D. Two New Oxazole-Containing Cyclic Hexapeptides Isolated from a Philippine Lissoclinum bistratum Ascidian  J. Org. Chem. (1992) 57, 6671-6675.

 

51.       Radisky, D.C.; Radisky, E.S.; Barrows, L.R.; Copp, B.C.; Kramer, R.A.; Ireland, C.M.  Novel Cytotoxic Topoisomerase II Inhibiting Pyrroloiminoquinones from Fijian Sponges of the Genus Zyzzya  J. Amer. Chem. Soc.(1993) 115, 1632-1638.

 

52.       Bernan, V.S.; Roll, D.M.; Ireland, C.M.; Greenstein, M.; Maiese, W.M.; Steinberg, D.A.  A Study on the Mechanisms of Action of Sceptrin, an Antimicrobial Agent Isolated from the South Pacific Sponge Agelas mauritiana  J. Antimicrob. Chemo. (1993) 32, 539-550.

 

53.       Barrows, L.R.; Radisky, D.C.; Copp, B.R.; Swaffar, D.S.; Kramer, R.A.; Warters, R.L.; Ireland, C.M.  Makaluvamines, Marine Natural Products, are Active Anti-Cancer Agents and DNA TOPO II Inhibitors  Anti-Cancer Drug Design (1993) 8, 333-347.

54.       McIntosh, J.M.; Foderaro, T.A.; Wenqin, L.; Ireland, C.M.; Olivera, B.M.  Presence of Serotonin in the Venom of Conus imperialis  Toxicon (1993) 31, 1561-1566.

 

55.       Foster, M.P. and Ireland, C.M. Nairaiamides A and B. Two Novel Di-Proline Heptapeptides Isolated from a Fijian Lissoclinum bistratum Ascidian  Tetrahedron Lett. (1993) 34, 2871-2874.

 

56.       Swaffer, D.S.; Ireland, C.M.; Barrows, L.R.  A Rapid Mechanism-Based Screen to Detect Potential Anti-Cancer Agents  Anti-Cancer Drugs (1994) 5, 15-23.

 

57.       Trischman, J.A.; Tapiolas, D.M.; Jensen, P.R.; Dwight, R.; Fenical, W.; McKee, T.C.; Ireland, C.M.; Stout, T.J.; Clardy, J.  Salinamides A and B: Anti-Inflammatory Depsipeptides from a Marine Streptomycete  J. Amer. Chem. Soc. (1994) 116, 757-758.

 

58.       Swersey, J.C.; Cornell, L.M.; Peterson, R.W.; Ireland, C.M.  Eusynstelamide, A Highly Modified Dimer Peptide from the Ascidian Eusynstyela misakiensis  J. Nat. Prod.  (1994) 57, 842-845.

 

59.       McDonald, L.A; Eldredge, G.S.; Barrows, L.R.; Ireland, C.M.  Inhibition of TopoisomeraseII-Mediated DNA Cleavage by Pyridoacridine Alkaloids from a Cystodytes sp. Ascidian: A Mechanism for the Apparent Intercalator-Induced Inhibition of Topoisomerase II  J. Med. Chem. (1994) 37, 3819-3827.

 

60.       Biard, J.F.; Roussakis, C.; Kornprobst, J.M.; Gouiffes, D.; Verbist, J.F.; Cotelle, P.; Foster, M.P.; Ireland, C.M.; Debitus, C.  Bistramides A, B, C, D, and K: A New Class of Bioactive Cyclic Polyethers from Lissoclinum bistratum  J. Nat. Prod. (1994) 57, 1336-1345.

 

61.       McDonald, L.A.; Swersey, J.C.; Ireland, C.M.; Carroll, A.R.; Coll, J.C.; Bowden, B.F.; Fairchild, C.R.; Cornell, L.  Botryllamides A-D, New Brominated Tyrosine Derivatives from Styelid Ascidians of the Genus Botryllus Tetrahedron (1995) 51, 5237-44.

 

62.       Concepcion, G.P.; Foderaro, T.A.; Eldredge, G.S.; Lobkovsky, E.; Clardy, J.; Barrows, L.R.; Ireland, C.M.  Topoisomerase II-Mediated DNA Cleavage by Adocia- and Xesto-Quinones from the Philippine Sponge Xestospongia sp.  J. Med. Chem. (1995) 38, 4503-7.

 

63.       Kokoshka, J.M.; Ireland, C.M.; Barrows, L.R. A Cell Based Screen for Identification of Microtubulin Inhibitors J. Nat. Prod. (1996), 59, 1179.

 

64.       Carroll, A.R.; Coll, J.C.; Bowden, B.F.; Bourne, D.J.; MacLeod, J.K.; Zabriskie, T.M.; Ireland, C.M.  Patellins 1-6 and Trunkamide A: Novel Hexa-,Hepta-, and Octa-peptides from Colonial Ascidians, Lissoclinum sp.  Aust. J. Chem. (1996) 49, 659-677.

 

65.       Mitchell, S.S.; Shon, K.J.; Olivera, B.; Ireland, C.M. NMR Structures of Conotoxins J. Nat. Tox. (1996) 5, 191-208.

 

66.       McDonald, L.A.; Capson, T.L.; Krishnamurthy, G. Ding, W.; Ellestad, G.A.; Bernan, V.S.; Maiese, W.M.; Lassota, P.; Discafani, C.; Kramer R.A.; Ireland, C.M. Namenamicin, a New Enediyne Antitumor Antibiotic from the Marine Ascidian Polysyncraton lithostrotum J. Amer. Chem. Soc. (1996) 118, 10898-10899.

 

67.       Kokoshka, J.M.; Capson, T.L.; Holden, J.A.; Ireland, C.M.; Barrows, L.R. Differences in the topoisomerase I cleavage complexes formed by camptothecin and wakayin, a DNA-intercalating marine natural product Anti-Cancer Drugs (1996) 7, 758-765.

 

68.       Mitchell, S.S.; Pomerantz, S.; Concepcion, G.P.; Ireland, C.M.  Tubercidin Analogs from the Ascidian Didemnum voeltzkowi J. Nat. Prod. (1996) 59, 1000-1001.

 

69.       Venables, D. A.; Barrows, L. R.; Lassota, P.; Ireland, C.M. Veiutamine.  A New Alkaloid from the Fijian Sponge Zyzzya fulginosa Tetrahedron Lett.  (1997) 38, 721-22.

 

70.       Venables, D. A.; Concepcion, G.; Matsumoto, S.; Barrows, L. R.; Lassota, P.; Ireland, C.M. Makaluvamine N: A New Pyrroloiminoquinone from Zyzzya fuliginosa   J. Nat. Prod. (1997) 60, 408-10.

 

71.       Mitchell, S.S.; Whitehill, A.B.; Trapido-Rosenthal, H.G.; Ireland, C.M. Isolation and Characterization of 1, 3-Dimethylisoguanine from the Bermudian Sponge Amphimedon viridis  J. Nat. Prod. (1997) 60, 727-8.

 

72.       Foderaro, T.A.; Barrows, L.R.; Ireland, C.M. Bengacarboline, a New $-Carboline from a Marine Ascidian, Didemnum sp. J. Org. Chem. (1997), 62, 6060-65.

 

73.       Smith, C.J.; Venables, D.A.; Hopmann, C.; Salomon, C.E.; Jompa, J.; Tahir, A.; Faulkner, D.J.; Ireland, C.M.  Plakinidine D, A New Pyrroloacridine Alkaloid from Two Ascidians of the Genus Didemnum J. Nat. Prod. (1997)  60, 1048-50.

 

74.       Mitchell, S.S.; Shon, K.J.; Foster, M.P.; Olivera, B.M.; Ireland, C.M. Three-Dimensional Solution Structure of Conotoxin R-PIIIE, An Acetyl Choline Gated Ion Channel Antagonist Biochemistry (1998) 37, 1215-20.

 

75.       Mckee, T.C.; Galinis, D.L.; Pannell, L.K.; Cardellina J.H. II; Laakso, J.; Ireland, C.M.; Murray, L.; Capon, R.J.; Boyd, M.R.  The Lobatamides, Novel Cytotoxic Macrolides from Southwestern Pacific Tunicates  J. Org. Chem. (1998) 63, 7805-10.

 

76.       Smith, C.J.; Hettich, R.L.; Jompa, J.; Tahir, A.; Buchanan, M.V.; Ireland, C.M.  Cadiolides A and B, New Metabolites from an Ascidian of the Genus Botryllus J. Org. Chem. (1998) 63, 4147-50.

 

77.       Copp, B.R.; Fairchild, C.R.; Cornell, L.; Casazza, A.M.; Robinson, S.; Ireland, C.M. Naamadine A is an Antagonist of the EGF Receptor and an In Vivo Active Antitumor Agent  J. Med. Chem. (1998) 41, 3909-11.

 

78.       Copp, B.R.;Jompa, J.; Tahir, A.; Ireland, C.M. Styelsamines A - D: New Tetracyclic Pyridoacridine Alkaloids from the Indonesian Ascidian Eusynstyela sp. J. Org. Chem. (1998) 63, 8024-26.

 

79.       DeGuzman, F.S.; Copp, B.R.; Mayne, C.L.; Concepcion, G.P.; Mangalindan, G.C.; Barrows, L.R.; Ireland, C.M.  Bolinaquinone: A Novel Cytotoxic Sesquiterpene Hydroxyquinone from a Philippine Dysidea Sponge, J. Org. Chem. (1998) 63, 8042-44.

 

80.       Fernandez, A.M.; He, H.; McDonald, L.A.; Lassota, P.; Discafani, C.; Sorensen, E.F.; Edler, M.C.; Barrows, L.B.; Clardy, J.C.; Ireland, C.M. Structural studies of marine peptides. Pure Appl. Chem. (1998) 70, pp. 2130; http://www.iupac.org/symposia/proceedings/phuket97/fernandez.html

 

81.       Matsumoto, S.S.; Haughey, H.M.; Schmehl, D.M.; Venables, D.A.; Ireland, C.M.; Holden, J.A.; Barrows, L.R. Makaluvamines Vary in Ability to Induce DNA Cleavage Via Topoisomerase II Interaction Anti-Cancer Drugs (1999) 10, 39-45.

 

82.       DeGuzman, F.S.; Carte, B.; Troupe, N.; Faulkner, D.J.; Harper, M.K.; Concepcion, G.P.; Mangalindan, G.C.; Matsumoto, S.S.; Barrows, L.R.; Ireland, C.M. Neoamphimedine: A New Pyridoacridine Topoisomerase II Inhibitor which catenates DNA, J. Org. Chem. (1999) 64, 1400-02. 

 

83.       Van Wagoner, R.M.; Jompa, J.; Tahir, A.; Ireland, C.M.  Trypargine Alkaloids from a Previously Undescribed Eudistoma sp. Ascidian J. Nat. Prod. (1999) 62, 794-97.

 

84.       Lindsay, B.S.; Almeida, A.M.P.; Smith, C.J.; Berlinck, R.G.S. 6-Methoxy-7-methyl-8-oxoguanine, an Unusual Purine from the Ascidian Symplegma rubra  J. Nat. Prod. (1999) 62, 1573-75.

 

85.       Smith, C.J.; Abbanat, D.; Bernan, V.S.; Maiese, W.M.; Greenstein, M.; Jompa, J.; Tahir, A.; Ireland, C.M. Novel Polyketide Metabolites from a Species of Marine Fungi J. Nat. Prod. (2000) 63, 142.

 

86.       Bugni, T.S.; Abbanat, D.; Bernan, V.S.; Maiese, W.M.; Greenstein, M.; Van Wagoner, R.M.; Ireland, C.M.  Yanuthones: Novel Metabolites from a Marine Isolate of Aspergillus niger J. Org. Chem.  (2000) 65, 7195-7200.

 

87.       Mangalindan, G.C.; Talaue, M.T.; Cruz, L.C.; Franzblau, S.G.; Adams, L.B.; Richardson, A.D.; Ireland, C.M.; Concepcion, G.P.  Agelasine F from a Philippine Agelas sp. Sponge Exhibits in vitro Antituberculosis Activity   Planta Med. (2000) 66, 364-5.

 

88.       Ersoz, T.; Berkman, M.Z.; Tasdemir, D.; Ireland, C.M.; Calis, I.  An Iridoid Glucoside from Euphrasia pectinata   J. Nat. Prod. (2000) 63, 1449-50.

 

89.       Tasdemir, D.; Concepcion, G.P.; Mangalindan, G.C.; Harper, M.K.; Hajdu, E.; Ireland, C.M.  New Terpenoids from a Cacospongia sp. from the Philippines Tetrahedron (2000) 56, 9025-30.

 

90.       Tasdemir, D.; Marshall, K.M.; Mangalindan, G.C.; Concepcion, G.P.; Harper, M.K.; Barrows, L.R.; Ireland, C.M. Deoxyamphimedine, A New Pryridoacridine Alkaloid from Two Tropical Xestospongia sponges  J. Org. Chem.  (2001) 66, 3246-48.

 

91.       He, H; Ding, W.-D.;. Bernan, V.S.; Richardson, A.D.; Ireland, C.M.;   Greenstein, M.; Ellestad, G.A.; Carter, G.T.  Lomaiviticins A and B, Potent Antitumor Antibiotics from Micromonospora  lomaivitiensis.  J. Am. Chem. Soc.  (2001) 123, 5362-63.

 

92.       Tasdemir, D.; Mangalindan, G.C.; Concepcion, G.P.; Harper, M.K.; Ireland, C.M.  3,7-Dimethylguanine, A New Purine from a Philippine Sponge Zyzzya fuliginosa Chem. Pharm. Bull. (2001) 49, 1628-30.

 

93.       Van Wagoner, R.M.; Jompa, J.; Tahir, A.; Ireland, C.M.  A Novel Modified Pterin from a Eudistoma sp. Ascidian J. Nat. Prod. (2001) 64, 1100-1101.

 

94.       Calis, I.; Tasdemir, D.; Heilmann, J.; Linden, A.; Ireland, C.M.; Sticher, O. Flavonoid, Iridoid and Lignan Glycosides from Putoria calabrica J. Nat. Prod. (2001) 64, 961-64.

 

95.       Tasdemir, D.; Concepcion, G.P.; Mangalindan, G.C.; Harper, M.K.; Hajdu, E.; Ireland, C.M.  Corrigendum to “New Terpenoids from a Cacospongia sp. from the Philippines Tetrahedron (2000) 56, 9025-30" Tetrahedron (2001) 57, 5681.

 

96.       Tasdemir, D.;  Mangalindan, G.C.; Concepción, G.P.; Verbitski, S.M.; Rabindran, S.; Miranda, M.;  Greenstein, M.; Hooper, J.N.A.; Harper, M.K.; Ireland, C.M. Bioactive Isomalabaricane Triterpenes from the Marine Sponge Rhabdastrella globostellata J. Nat. Prod. (2002) 65, 210-14.

 

97.       Tasdemir, D.;  Mallon, R.; Greenstein, M.; Feldberg, L.R.; Kim, S.C.; Collins, K.;  Wojciechowicz,W.; Mangalindan, G.C.; Concepción, G.P.; Harper, M.K.; Ireland, C.M. Aldisine Alkaloids from the Philippine Sponge Stylissa massa are Potent Inhibitors of Mitogen-Activated Protein Kinase Kinase-1 (MEK-1) J. Med. Chem. (2002) 45, 529-32.

 

98.       Edler, M.C.; Fernandez, A.M.; Lassota, P.; Ireland, C.M.; Barrows, L.R. Inhibition of Tubulin Polymerization by Vitilevuamide, a Bicyclic Marine Peptide, at a Site Distinct from Colchicine, the Vinca Alkaloids and Dolastatin 10 Biochem. Pharm.  (2002) 63, 707-15.

 

99.       Ersoz, T.; Berkman, M.Z.; Tasdemir, D.; Calis, I.; Ireland, C.M. Iridoid and Phenylethanoid Glycosides from Euphrasia pectinata Turk. J. Chem. (2002) 26, 179-88.

 

100.     Verbitski, S.M.; Mayne, C.L.; Davis, R.A.; Concepcion, G.P.; Ireland, C.M. Isolation, structure determination, and biological activity of a novel alkaloid, perophoramidine, from the Philippine ascidian Perophora namei. J. Org. Chem. (2002) 67, 7124-7126.

 

101.     Davis, R.A.; Aalbersberg, W.; Meo, S.; da Rocha, R.M.; Ireland, C.M. The isolation and synthesis of polyandrocarpamines A and B. Two new 2-aminoimidazolone compounds from the Fijian ascidian, Polyandrocarpa sp. Tetrahedron (2002) 58, 3263-3269.

 

102.     Torres, Y.R.; Bugni, T.S.; Berlinck, R.G.S.; Ireland, C.M.; Magalhaes, A.; Ferreira, A.G.; da Rocha, R.M. Sebastianines A and B, novel biologically active pyridoacridine alkaloids from the Brazilian ascidian Cystodytes dellechiajei J. Org.Chem. (2002) 67, 5429-5432.

 

103.     Bugni, T.S.; Concepcion, G.P.; Mangalindan, G.C.; Harper, M.K.; James, R.D.; Ireland, C.M. p-Sulfooxyphenylpyruvic acid from the red macro alga Ceratodictyon spongiosum and its sponge symbiont Haliclona cymaeformis Phytochemistry (2002) 60, 361-363.

 

104.     Kirmizibekmez, H.; Tasdemir, D.; Ersoz, T.; Ireland, C.M.  A new pregnane glycoside and a furostanol glycoside from Digitalis cariensis Pharmazie, (2002) 57, 716-720.

 

105.     Calis, I.; Kirmizibekmez, H.; Tasdemir, D.; Sticher, O.; Ireland, C.M. Sugar esters from Globularia orientalis Z. Naturforsch. (2002) 57C, 591-596.

 

106.     Ersoz, T; Tasdemir, D; Calis, I; Ireland, C.M. Phenylethanoid glycosides from Scutellaria galericulata Turk. J. Chem. (2002) 26, 465-471.

 

107.     Ersoz, T.; Saracoglu, I.; Tasdemir, D.; Kirmizibekmez, H.; Donmez, A.A.; Ireland, C.M.; Calis, I. Neolignan glucosides from Phlomis chimerae Boiss Z. Naturforsch, (2002) 57C, 221-225.

 

108.     Calis, I.; Kirmizibekmez, H.; Tasdemir, D.; Ireland, C.M. Iridoid glycosides from Globularia davisiana. Chem. Pharm. Bull. (2002) 50, 678-680.

 

109.     Calis, I.; Tasdemir, D.; Ireland, C.M.; Sticher, O. Lucidin type anthraquinone glycosides from Putoria calabrica Chem. Pharm. Bull (2002) 50, 701-702.

 

110.     Edler, M.C.; Ireland, C.M.; Barrows, L.R. Phage display derived peptide drug candidates against tubulin: Comparison to traditional natural product discover Proceedings of the American Association for Cancer Research Annual Meeting. (2002) 43, 1157.

 

111.     Marshall, K.M.; Matsumoto, S.S.; Ireland, C.M.; Holden, J.A.; Barrows, L.R. Neoamphimedine, a unique topoisomerase II drug Proceedings of the American Association for Cancer Research Annual Meeting (2002) 43,1156.

 

112.     Tasdemir, D.; Bugni, T.S.; Mangalindan, G.C.; Concepción, G.P.; Harper, M.K.; Ireland, C.M. Cytotoxic Bromoindole Derivatives and Terpenes from the Philippine Marine Sponge Smenospongia sp. Z. Naturforsch, (2002) 57C, 914-922.

 

113.     Tasdemir, D.; Bugni, T.S.; Mangalindan, G.C.; Concepción, G.P.; Harper, M.K.; Ireland, C.M. Bisaboline Type Sesquiterpenes from a Marine Didiscus Sponge  Turk. J. Chem. (2002) 26, 1-7.

 

114.     Bugni, T.S.; Bernan, V.S.; Greenstein, M.; Janso, J.E.; Maiese, W.M.; Mayne, C.L.; Ireland, C.M.  Brocaenols A-C: Novel Polyketides from a Marine-Derived Penicillium brocae J. Org.Chem. (2003) 68, 2014-17.

 

115.     Marshall, K.M.; Matsumoto, S.S.; Holden, J.A.; Concepci`n, G.P.; Tasdemir, D.; Ireland, C.M.; Barrows, L.R. The Anti-Neoplastic and Novel Topoisomerase II Mediated Cytotoxicity of Neoamphimedine, a Marine Pyridoacridine.  Biochem. Pharm. (2003) 66, 447-58.

 

116.     VanWagoner, R.M.; Ireland, C.M. An Improved Solution Structure for y-Conotoxin PIIIE Biochemistry (2003) 42, 6347-52.

 

117.     VanWagoner, R.M.; Jacobson, R.B.; Olivera, B.M. Ireland, C.M. Characterization and Three-Dimensional Structure Determination of y-Conotoxin PIIIF, a Novel Noncompetitive Antagonist of Nicotinic Acetylcholine Receptors  Biochemistry (2003) 42, 6353-62.

 

118.     Davis, R.A.; Sandoval, I.T.; Concepcion,G.P.; Moreira da Rocha, R.; Ireland, C.M. Lissoclinotoxins E and F, Novel Cytotoxic Alkaloids from a Philippine Didemnid Ascidian Tetrahedron (2003) 59, 2855 - 59.

 

119.     James, R.D.; Jones, D.A.; Aalbersberg W.; Ireland, C.M. Naamidine A Intensifies the Phosphotransferase Activity of Extracellular Signal-regulated Kinases Causing A-431 Cells to Arrest in G1  Mol. Cancer Ther. (2003) 2, 747-751.

 

120.     Chevallier, C.; Richardson, A.D.; Edler, M.C.; Hamel. E.; Harper, M.K.; Ireland
C.M. A new cytotoxic and tubulin-interactive milnamide derivative from a marine
sponge Cymbastela sp. Org Lett. (2003) 5, 3737-9.

121.     Sandoval, I.T.; Davis, R.A.; Bugni, T.S.; Concepcion, G.P.; Harper, M.K.; Ireland, C.M. Cytotoxic Isoquinoline quinones from sponges of the genus Petrosia Nat. Prod. Res. (2003) 18, 89-93.

 

122.     Davis, R.A.; Christensen, L.V.; Richardson, A.D.; Moreira da Rocha, R.; Ireland, C.M. Rigidin E, a New Pyrrolopyrimidine Alkaloid from a Papua New Guinea Tunicate, Eudistoma sp.  Mar Drugs (2003) 1, 27-33. 

 

123.     Pimentel, S.M.; Bojo, Z.P.; Roberto, A.V.; Lazaro, J.E.; Mangalindan, G.C.; Florentino, L.M.; Lim-Navarro, P.; Tasdemir, D.; Ireland, C.M.; Concepcion, G.P.  Platelet Aggregation Inhibitors from Philippine Marine Invertebrate Samples Screened in a New Microplate Assay Mar. Biotechnol. (2003) 5, 395-400.

124.     Ireland, C.M.; Aalbersberg, W.; Andersen, R.J.; Ayral-Kaloustian, S.; Berlinck, R.; Bernan, V.S.; Carter, G.T.; Churchill, A.C.L.; Clardy, J.; Concepcion, G.P.; De Silva, E.D.; Discafani, C.; Fojo, T.; Frost, P.; Gibson, D.; Greenberger, L.M.; Greenstein, M.; Harper, M.K.; Mallon, R. ; Loganzo, F.; Nunes, M.; Poruchynsky, M.S.; Zask, A.  Anticancer Agents from Unique Natural Products Sources Pharm. Bio. (2003) 41, Supplement, 15-38.

 

125.     Gazar, H.A.; Tasdemir, D.; Ireland, C.M.; Calis, I. Irinoids and triterpene saponins from Verbascum wiedemannianum. Biochem. Syst. Ecol. (2003) 31, 433-36.

 

126.     Verbitski, S.M.; Mullally, J.E.; Fitzpatrick, F.A.; Ireland, C.M. Punaglandins, Chlorinated Prostaglandins, Function as Potent Michael Receptors to Inhibit Ubiquitin Isopeptidase Activity J. Med. Chem. (2004) 47, 2062-70.

 

127.     Davis, R.A.; Mangalindan, G.C.; Bojo, Z.P.; Antemano, R.R.; Rodriguez, N.O.; Concepcion, G.P.; Samson, S.C.; de Guzman, D.; Cruz, L.J.; Tasdemir, D.; Harper, M.K.; Feng, X.; Carter, G.T.; Ireland, C.M.  Microcionamides A and B, Bioactive Peptides from the Philippine Sponge Clathria (Thalysias) abietina  J. Org.Chem. (2004) 69, 4170-76.

 

128.     Bugni, T.S.; Janso, J.E.; Williamson, R.T.; Feng, X. Bernan, V.S.; Greenstein, M.; Carter, G.T.; Maiese, W.M.; Ireland, C.M. Dictyosphaeric acids A and B:  Novel metabolites from an undescribed Penicillium sp. obtained from the alga Dictyosphaeria versluyii J. Nat. Prod. (2004) 67, 1396-99.

 

129.     Richardson, A.D.; Ireland, C.M. A profile of the in vitro antitumor activity of lissoclinolide Tox. App. Pharm. (2004) 195, 55-61.

 

130.     Bugni, T.S.;  Singh, M.P.; Chen, L.;  Arias, D.A.; Harper, M.K.; Greenstein, M.; Maiese,M.M.; Concepcion, G.P.; Mangalindan, G.C.; Ireland, C.M. Kalihinols from two Acanthella cavernosa sponges: inhibitors of bacterial folate biosynthesis Tetrahedron (2004) 60, 6981-88.

 

131.     Andersen, R.J.; Ireland, C.M.; Molinski, T.F.; Bewley, C.A.  Research Achievement Award-D. John Faulkner J. Nat. Prod. (2004) 67, 1239-51.

 

132.     Jette, C.; Peterson, P.W.; Sandoval, I.T.; Manos, E.J.; Hadley, E.; Ireland, C.M.; Jones, D.A. The tumor suppressor adenomatous polyposis coli and caudal related homeodomain protein regulate expression of retinol dehydrogenase L. J. Biol. Chem. (2004) 279, 34397-405.

 

133.     Bobzin, S.C.; Cardellina, J.H. 2nd; Gerwick, W.H.; Okuda, R.K.; Harper, M.K.; Ireland, C.M. Special issue in honor of D. John Faulkner and Paul J. Scheuer J. Nat. Prod. (2004) 67, 1201-3.

 

134.     Ratnayake, A.S; Davis, R.A.; Harper, M.K.; Veltri, C.A.; Andjelic, C.D.; Barrows, L.R.; Ireland, C.M. Aurantosides G, H, and I: three new tetramic acid glycosides from a Papua New Guinea Theonella swinhoei. J. Nat. Prod. (2005) 68, 104-7.

 

135.     Richardson, A.D., Aalbersberg, W.; Ireland, C.M. The patellazoles inhibit protein synthesis at nanomolar concentrations in human colon tumor cells. Anti-Cancer Drugs (2005) 16, 533-41.

 

136.     Janso, J.E.; Bernan, V.S.; Greenstein, M.; Bugni, T.S.; Ireland, C.M. Penicillium dravuni, a new marine-derived species from an alga in Fiji. Mycologia (2005) 97, 444-53.

 

137.     Dijoux, M.G.; Schnabel, P.C.; Hallock, Y.F.; Boswell, J.L.; Johnson, T.R.; Wilson, J.A.; Ireland, C.M.; van Soest, R.; Boyd, M.R.; Barrows, L.R.; Cardellina, J.H. 2nd  Antitumor activity and distribution of pyrroloiminoquinones in the sponge genus Zyzzya. Bioorg. Med. Chem. (2005) 13, 6035-44.

 

138.     Chevallier, C.; Bugni, T.S.; Feng, X.; Harper, M.K.; Orendt, A.M.; Ireland, C.M. Tedanolide C: a potent new 18-membered ring cytotoxic macrolide isolated from the Papua New Guinea marine sponge Ircinia sp. J. Org.Chem. (2006) 71, 2510-13.

 

140.     Alexander, M.D; Burkart, M.D; Leonard, M.S; Portonovo, P.; Liang, B.; Ding, X.; Joullié, M.M.; Gulledge, B.M.; Aggen, J.B.; Chamberlin, A.R.; Sandler, J.; Fenical, W.;J Cui,J.; Gharpure, S.J.; Polosukhin, A.; Zhang, H.R.; Evans, P.A.; Richardson, A.D.; Harper, M.K.; Ireland, C.M.; Vong, B.G.; Brady, T.P.; Theodorakis, E.A.; La Clair, J.J. A unified strategy for converting natural products into fluorescent probes ChemBioChem, (2006) 7, 409-16.

 

141.     Ratnayake, A.S.; Bugni, T.S.; Veltri, C.A.; Skalicky, J.J.; Ireland, C.M. Chemical transformation of prostaglandin-A2: a novel series of C-10 halogenated, C-12 hydroxylated prostaglandin-A2 analogues Org Lett. (2006) 8, 2171-4.

 

142.     Shelton, D.N.; Sandoval, I.T.; Eisinger. A.; Chidester, S.; Ratnayake, A.; Ireland, C.M.; Jones, D.A. Up-regulation of CYP26A1 in adenomatous polyposis coli-deficient vertebrates via a WNT-dependent mechanism: implications for intestinal cell differentiation and colon tumor development. Cancer Res. (2006) 66, 7571-7.

 

Books and Monographs

 

1.         Ireland, C.  "The Chemistry of Some Opisthobranch Molluscs."  Ph.D. thesis, University of California, 1977, pp. 137.

 

 2.        Faulkner, D.J. and Ireland, C.  "The Chemistry of Some Opisthobranch Molluscs."  In D.J. Faulkner and W.H. Fenical (eds.), Marine Natural Products Chemistry.  New York:  Plenum Press, 1977, pp. 23.

 

 3.        Ireland, C. M.; Molinski, T. F.; Roll, D. M.; Zabriskie, T. M.; McKee, T. C.; Swersey, J. C. and Foster, M. P.  "Natural Product Peptides from Marine Organisms."  In P. J. Scheuer (ed.), Bioorganic Marine Chemistry, Vol. 3.  New York:  Springer-Verlag, 1989, pp. 46.

 

4.         Ireland, C.M. “Marine Natural Products in the 21st Century: The Importance of Maintaining Bio-Diversity and Promoting Biotechnology for Developing Pharmaceuticals from the Sea” Environment, Science and Technology: The Challange of the 21st Century (Proceeding of The Second Princess Chulabhorn Science Congress, Vol. 1) Bangkok, Chulabhorn Research Institute, 1992, pp.539-50.

 

5.         Ireland, C.M.; Copp, B.R.; Foster, M.P.; McDonald, L.A.; Radisky, D.C.; Swersey, J.C.  "Biomedical Potential of Marine Natural Products" in D.H. Attaway and O.R. Zaborsky (eds.), Marine Biotechnology, Vol. 1. New York: Plenum Press, 1993, pp. 43.

 

6.         Ireland, C.M.; Copp, B.R.; Foster, M.P.; McDonald, L.A.; Radisky, D.C.; Swersey, J.C.  "Bioactive Compounds from the Sea" in R.E. Martin, E.P. Carter, L. M. Davis and G. J. Flick Jr. (eds.), Marine and Freshwater Products Handbook, Lancaster: Technomic Publishing, 2000, pp. 641-62.

 

7.         Harper, M.K.; Bugni, T.S.; Copp, B.R.; James, R.D.; Lindsay, B.S.; Richardson, A.D.; Schnabel, P.C.; Tasdemir, D.; VanWagoner, R.M.; Verbitski, S.M.; Ireland, C.M. “Introduction to the Chemical Ecology of Marine Natural Products” in J.B. McClintock and B.J. Baker (eds.), Marine Chemical Ecology, Boca Raton: CRC Press, 2001, pp. 3-69.

 

8.         Bugni, T.S.; Ireland, C.M. “Marine-Derived Fungi:  A Chemically and Biologically Diverse Group of Microorganisms” in Natural Products Reports (2004) 21, 143-163.

 

Patents

 

1.         Ireland, C.M.  “Novel Patellazoles” (1994) US Patent #383,739

 

2.         Ireland, C.M.; Radisky, D.C.; Barrows, L.R.; Kramer, R.A.  Antineoplastic and Antibacterial Pyrrolo[4,3,2-DE] quinolin-8(1H)-ones (1995)  US Patent #5,414,001.

 

3.         McDonald, L.A.; Maiese, W.W.; Ireland, C.M.  Namenamicin, a New Enediyne Antitumor Antibiotic from the Marine Ascidian Polysyncraton lithostrotum (October 20, 1995) Provisional US Patent.  Full patent application filed October 1996.

 

4.         Fernandez, A., Ireland, C.M.  Vitilevuamide, A Cyclic Peptide Antitumor Agent. Full patent application filed September 25, 1996.

 

5.         Naamidine A Extracted from Sea Sponges and Methods for its use as an Anti-Tumor Agent (November 12, 1996) US patent #5574057.