Marine natural products and their potential applications as anti-infective agents

Lancet Infectious Diseases

Volumn 3, Issue 6, 2003, Pages 338-348

  Donia, Marwa ^a   Hamann, Mark T ^a  

^a UNIVERSITY OF MISSISSIPPI   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMPHILACTAM D; AMPHOTERICIN B; ANTIINFECTIVE AGENT; AURANTOSIDE B; AXISONITRILE 3; BENGAZOLE A; DEHYDRODIDEMNIN B; DIHYDROXYTETRAHYDROFURAN; DOLASTATIN; ERGOGIAENE; FASCAPLYSIN; GAMBIERIC ACID A; GEODIN A; HALICHONDRAMIDE; HALICLONADIAMINE; HALISHIGAMIDE; IRCINOL A; JASPAMIDE; KAHALALIDE F; KALIHINOL A; MANZAMINE A; MERIDINE; NATURAL PRODUCT; PHORBOXAZOLE A; PLAKORTOLIDE; PSEUDOPTEROXAZOLE; PTILOMYCALIN A; PUUPEHENONE; TRABECTEDIN; UNCLASSIFIED DRUG; UNINDEXED DRUG; ANTHELMINTIC AGENT; ANTIFUNGAL AGENT; ANTIPROTOZOAL AGENT; ANTIVIRUS AGENT; NEW DRUG; TUBERCULOSTATIC AGENT;

BACTERIOPLANKTON; BIOLOGICAL WARFARE; BRYOZOA; CANCER CHEMOTHERAPY; CLINICAL TRIAL; CYANOBACTERIUM; DRUG ACTIVITY; HUMAN; INVERTEBRATE; MARINE ENVIRONMENT; MOLLUSC; PRIORITY JOURNAL; REVIEW; SPONGE (PORIFERA); ANIMAL; BIOLOGY; PHYTOTHERAPY;

ANIMALS; ANTHELMINTICS; ANTI-BACTERIAL AGENTS; ANTIFUNGAL AGENTS; ANTIPROTOZOAL AGENTS; ANTITUBERCULAR AGENTS; ANTIVIRAL AGENTS; DRUGS, INVESTIGATIONAL; HUMANS; INVERTEBRATES; MARINE BIOLOGY; PHYTOTHERAPY;

EID: 0037865214     PISSN: 14733099     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1473-3099(03)00655-8     Document Type: Review

References (78)

1. Jimeno JM. A clinical armamentarium of marine-derived anti-cancer compounds. Anticancer Drugs 2002; 13 (suppl 1): S15-19.
2. Pomponi SA, The bioprocess-technological potential of the sea. J Biotechnol 1999; 70: 5-13.
3. Ireland CM, Copp BR, Foster MP, McDonald LA, Radisky DC, Swersey JC. Bioactive compounds from the sea. In: Martin RE Carter EP Davis LM, eds. Marine and freshwater products handbook. Lanceaster. PA: Technomic Publishing, 2000: 641-61.
4. Konig GM, Wright AD, Sticher O, Angerhofer CK, Pezzuto JM. Biological activities of selected marine natural products. Planta Med 1994; 60: 532-37.
5. Faulkner DJ. Marine natural products. Nat Prod Rep 2001; 18: 1-49.
6. Cvetkovic RS, Figgitt DP, Plosker GL. ET-743. Drugs 2002; 62: 1185-92.
7. Kayser O, Kiderlen AF, Croft SL. Natural products as potential antiparasitic drugs. Stud Nat Prod Chem 2002; 26 (bioactive natural products part G): 779-848.
8. Ghisalberti EL. Secondary metabolites with antinematodal activity. Stud Nat Prod Chem 2002; 26 (bioactive natural products part G): 425-506.
9. El Sayed KA, Bartyzel P, Shen X, Perry TL, Zjawiony JK, Hamann MT. Marine natural products as antituberculosis agents. Tetrahedron 2000; 56: 949-53.
10. El Sayed KA. Natural products as antiviral agents. Stud Nat Prod Chem 2000; 24 (bioactive natural products part E): 473-572.
11. Li H-Y, Matsunaga S, Fusetani N. Antifungal metabolites from marine sponges. Curr Org Chem 1998; 2: 649-82.
12. Capon RJ. Marine bioprospecting: trawling for treasure and pleasure. Eur J Org Chem 2001; 633-45.
13. Newman DJ, Cragg GM, Snader KM. The influence of natural products upon drug discovery. Nat Prod Rep 2000; 17: 215-34.
14. Faulkner DJ. Marine natural products. Nat Prod Rep 2002; 19: 1-48.
15. Crews P, Manes LV, Boehler M. Jasplakinolide a cyclodepsipeptide from the marine sponge Jaspis sp. Tetrahedron Lett 1986; 27: 2797-800.
16. Nagai H, Murata M, Torigoe K, Satake M, Yasumoto T. Gambieric acids: new potent antifungal substances with unprecedented polyether structures from a marine dinoflagellate Gambierdiscus toxicus. J Org Chem 1992; 57: 5448-53.
17. Sata NU, Matsunaga S, Fusetani N. Aurantosides D E and F: new antifungal tetramic acid glycosides from the marine sponge Siliquariaspongia japonica. J Nat Prod 1999; 62: 969-71.
18. Searle PA, Molinski TF. Phorboxazoles A and B: potent cytostatic macrolides from marine sponge Phorbas sp. J Am Chem Soc 1995; 117: 8126-31.
19. Kobayashi J, Tsuda M, Fuse H, Sasaki T, Mikami Y. Halishigamides A-D new cytotoxic oxazole-containing metabolites from Okinawan sponge Halichondria sp. J Nat Prod 1997; 60: 150-54.
20. Kernan MR, Molinski TF, Faulkner DJ. Macrocyclic antifungal metabolites from the Spanish dancer nudibranch Hexabranchus sanguineus and sponges of the genus Halichondria. J Org Chem 1988; 53: 5014-20.
21. Roll DM, Ireland CM, Lu HSM, Clardy J. Fascaplysin: an unusual antimicrobial pigment from the marine sponge Fascaplysinopsis sp. J Org Chem 1988; 53: 3276-78.
22. McCarthy PJ, Pitts TP, Gunawardana GP, Kelly-Borges M, Pomponi SA. Antifungal activity of meridine a natural product from the marine sponge Corticium sp. J Nat Prod 1992; 55: 1664-68.
23. Searle PA, Richter RK, Molinski TF. Bengazoles C-G from the sponge Jaspis sp synthesis of the side chain and determination of absolute configuration J Org Chem 1996; 61: 4073-79.
24. Kashman Y, Hirsh S, McConnell OJ, Ohtani I Kusumi T, Kakisawa H. Ptilomycalin A: a novel polycyclic guanidine alkaloid of marine origin. J Am Chem Soc 1989; 111: 8925-26.
25. Fahy E, Molinski TF, Harper MK, et al. Haliclonadiamine: an antimicrobial alkaloid from the sponge Haliclona sp. Tetrahedron Lett 1988; 29: 3427-28.
26. Ichiba T, Corgiat JM, Scheuer PJ, Kelly-Borges M. 8-Hydroxymanzamine A a β-carboline alkaloid from a sponge Pachypellina sp. J Nat Prod 1994; 57: 168-70.
27. Yousaf M, El Sayed KA, Rao KV, et al. 1234-oxamanzamines novel biocatalytic and natural products from manzamine producing Indo-Pacific sponges. Tetrahedron 2002; 58: 7397-402.
28. Konig GM, Wright AD, Franzblau SG. Assessment of antimycobacterial activity of a series of mainly marine derived natural products. Planta Med 2000; 66: 337-42.
29. Rodriguez AD, Ramirez C, Rodriguez GE II. Novel antimycobacterial benzoxazole alkaloids from the West Indian sea whip Pseudopterogorgia elisabethae. Org Lett 1999; 1: 527-30.
30. Rodriguez AD, Ramirez C. Serrulatane diterpenes with antimycobacterial activity isolated from the West Indian sea whip Pseudopterogorgia elisabethae. J Nat Prod 2001; 64: 100-02.
31. Iguchi K, Saitoh S, Yamada Y. Novel 19-oxygenated sterols from the Okinawan soft coral Litophyton viridis. Chem Pharm Bull 1989; 37: 2553-54.
32. Nasu SS, Yeung BKS, Hamann MT, Scheuer PJ, Kelly-Borges M, Goins KD. Puupehenone-related metabolites from two Hawaiian sponges Hyrtios spp. J Org Chem 1995; 60: 7290-92.
33. Crompton DWT, Nesheim MC. Nutritional impact of intestinal helminthiasis during the human life cycle. Annu Rev Nutr 2002; 22: 35-59.
34. Capon RJ, Barrow RA, Rochfort S, et al. Marine nematodes: tetrahydrofurans from a Southern Australian brown alga Notheia anomala. Tetrahedron 1998; 54: 2227-42.
35. Ovenden SPB, Capon RJ. Amphilactams A-D: novel nematocides from Southern Australian marine sponges of the genus Amphimedon. J Org Chem 1999; 64: 1140-44.
36. Capon RJ, Skene C, Lacey E, Gill JH, Wadsworth D, Friedel T. Geodin A magnesium salt: a novel nematocide from a Southern Australian marine sponge. Geodia J Nat Prod 1999; 62: 1256-59.
37. Berman J. Chemotherapy of leishmaniasis: recent advances in the treatment of visceral disease. Curr Opin Infect Dis 1998; 11: 707-10.
38. Alvar J, Canavate C, Guiterrez-Solar B, et al. Leishmania and human immunodeficiency virus coinfection: the first 10 years. Clin Microbiol Rev 1997 10: 298-319.
39. Compagnone R, Pina IC, Rangel HR, et al. Antileishmanial cyclic peroxides from the Palauan sponge Plakortis aff Angulospiculatus. Tetrahedron 1998; 54: 3057-68.
40. Tuazon CU. Toxoplasmosis in AIDS patients. J Antimicrob Chemother 1989 23 (suppl A): 77-82.
41. Derouin F. Anti-toxoplasmosis drugs. Curr Opin Invest Drugs 2001; 2: 1368-74.
42. El Sayed KA, Kelly M, Kara UAK, et al. New manzamine alkaloids with potent activity against infectious diseases. J Am Chem Soc 2001; 123: 1804-08.
43. El Sayed KA, Hamann MT, Hashish NE, Shier WT, Kelly M, Khan AA. Antimalarial antiviral and antitoxoplasmosis norsesterterpene peroxide acids from the Red Sea sponge Diacarnus erythraeanus. J Nat Prod 2001; 64: 522-24.
44. Perry TL, Dickerson A, Khan AA, et al. New peroxylactones from the Jamaican sponge Plakinastrella onkodes with inhibitory activity against the AIDS opportunistic parasitic infection Toxoplasma gondii. Tetrahedron 2001; 57: 1483-87.
45. Barrett MP, Mottram IC, Coombs GH. Recent advances in identifying and validating drug targets in trypanosomes and leishmanias. Trends Microbiol 1999; 7: 82-88.
46. Osterhage C, Kaminsky R, Konig GM, Wright AD. Ascosalipyrrolidinone A: an antimicrobial alkaloid from the obligate marine fungus Ascochyta salicorniae. J Org Chem 2000; 65: 6412-17.
47. Mishra SK, Satpathy SK, Mohanty S. Survey of malaria treatment and deaths. Bull World Health Organ 1999; 77: 1020.
48. Ang KKH, Holmes MJ, Higa T, Hamann MT, Kara UAK. In vivo antimalarial activity of the beta-carboline alkaloid manzamine A. Antimicrob Agents Chemother 2000; 44: 1645-49.
49. El Sayed KA, Dunbar DC, Goins DK, et al. The marine environment: a resource for prototype antimalarial agents. J Nat Toxins 1996; 5: 261-85.
50. Konig GM, Wright AD, Angerhofer CK. Novel potent antimalarial diterpene isocyanates isothiocyanates and isonitriles from the tropical marine sponge Cymbastela hooperi. J Org Chem 1996; 61: 3259-67.
51. Miyaoka H, Shimomura M, Kimura H, Yamada Y. Antimalarial activity of kalihinol A and new relative diterpenoids from the Okinawan sponge Acanthella sp. Tetrahedron 1998; 54: 13467-74.
52. Rao MN, Shinnar AE, Noecker LA, et al. Aminosterols from the dogfish shark Squalus acanthias. J Nat Prod 2000; 63: 631-35.
53. Pettit GR, Knight JC, Collins JC, Herald DL, Young VG. Antineoplastic agents 430 Isolation and structure of cribrostatins 3 4 and 5 from the Republic of Maldives Cribrochalina sp. J Nat Prod 2000; 63: 793-98.
54. Etahiri S, Bultel-Ponce V, Caux C, Guyot M. New bromoditerpenes from the red alga Sphaerococcus coronopifolius. J Nat Prod 2001; 64: 1024-27.
55. Cueto M, Jensen PR, Kauffman C, Fenical W, Lobkovsky E, Clardy J. Pestalone a new antibiotic produced by a marine fungus in response to bacterial challenge. J Nat Prod; 2001 64: 1444-46.
56. Fontana A, Cavaliere P, Wahidulla S, Naik CG, Cimino G. A new antitumor isoquinoline alkaloid from the marine nudibranch Jorunna funebris. Tetrahedron 2000; 56: 7305-08.
57. Bergmann W, Feeney RJ. Contributions to the study of marine products: the nucleosides of sponges. J Org Chem 1951; 16: 981-87.
58. De Clerq E. New anti-HIV agents and targets. Med Res Rev 2002; 22: 531-65.
59. Rinehart KL, Gloer JB, Cook JC, Mizsak SA, Scahill TA. Structures of the didemnins antiviral and cytotoxic depsipeptides from a Caribbean tunicate. J Am Chem Soc 1981; 103: 1857-59.
60. Canonico PG, Pannier WL, Huggins JW, Rinehart KL. Inhibition of RNA viruses in vitro and in Rift Valley fever-infected mice by didemnins A and B. Antimicrob Agents Chemother 1982; 22: 696-97.
61. Vera MD, Joullie MM. Natural products as probes of cell biology: 20 years of didemnin research. Med Res Rev 2002; 22: 102-45.
62. Rinehart KL, Kobayashi J, Harbour GC, Hughes RG Jr, Mizsak SA, Scahill TA, Eudistomins C E K and L potent antiviral compounds containing a novel oxathiazepine ring from the Caribbean tunicate Eudistoma olivaceum. J Am Chem Soc 1984; 106:1524-26.
63. Perry NB, Blunt JW, Munro MHG, Pannell LK. Mycalamide A an antiviral compound from a New Zealand sponge of the genus Mycale. J Am Chem Soc 1988; 110: 4850-51.
64. Perry NB, Blunt JW, Munro MHG, Thompson AM. Antiviral and antitumor agents from a New Zealand sponge Mycale sp 2: structures and solution conformations of mycalamides A and B. J Org Chem 1990; 55: 223-27.
65. Ford PW, Gustafson KR, McKee TC, Shigematzu N. Papuamides A-D HIV-inhibitory and cytotoxic depsipeptides from the sponges Theonella mirabilis and Theonella swinhoei collected in Papua New Guinea. J Am Chem Soc 1999; 121: 5899-909.
66. Sarin PS, Sun D, Thornton A, Muller WE. Inhibition of replication of the etiologic agent of acquired immune deficiency syndrome (human T-lymphotropic retrovirus/lymphadenopathy-asscciated virus) by avarol and avarone. J Natl Cancer Inst 1987; 78: 663-66.
67. Laille M, Gerald F. Debitus C: in vitro antiviral activity on dengue virus of marine natural products. Cell Mol Life Sci 1998; 54: 167-70.
68. Rashid MA, Gustafson KR, Cartner LK, Shigematsu N, Pannell LK, Boyd MR. Microspinosamide a new HIV-inhibitory cyclic depsipeptide from the marine sponge Sidonops microspinosa. J Nat Prod 2001; 64: 117-21.
69. Groweiss A, Look SA, Fenical W. Solenolides new antiinflammatory and antiviral diterpenoids from a marine octocoral of the genus Solenopodium. J Org Chem 1988; 53: 2401-06.
70. Ichiba T, Yoshida WY, Scheuer PJ, Higa T, Gravalos DG. Hennoxazoles bioactive bisoxazoles from a marine sponge. J Am Chem Soc 1991; 113: 3173-74.
71. Sakemi S, Higa T, Jefford CW, Bernardinelli G. Venustatriol a new anti-viral triterpenes tetracyclic ether from Laurencia venusta. Tetrahedron Lett 1986; 27: 4287-90.
72. Komoto S, McConnell OJ, Cross SS. Antitumor and antiviral furanoditerpenoids from a marine sponge. Chem Abstr 1987; 111: 50424x.
73. Proksch P, Edrada RA, Ebel R. Drugs from the seas: current status and microbiological implications. Appl Microbiol Biotechnol 2002; 59: 125-34.
74. Olivera BM. ω-Conotoxin MVIIA: from marine snail venom to analgesic drug. In: Fusetani N, ed. Drugs from the sea. Basel: Karger, 2000: 74-85.
75. Mendola D. Aquacultural production of bryostatin I and ecteinascidin 743. In: Fusetani N, ed. Drugs from the sea. Basel: Karger, 2000: 120-33.
76. Vacelet J, Donadey C. Electron microscope study of the association between some sponges and bacteria. J Exp Mar Ecol 1977; 30: 301-14.
77. Friedrich AB, Merkert H, Fendert T, Hacker J, Proksch P, Hentschel U. Microbial diversity in the marine sponge Aplysina cavernicola analyzed by fluorescence in situ hybridization (FISH). Mar Biol 1999 134: 461-70.
78. Fenical W. Chemical studies of marine bacteria: developing a new resource. Chem Rev 1993; 93: 1673-83.