Recent progress in bioactive metabolites of marine microorganisms

Chinese Journal of Antibiotics

Volumn 29, Issue 8, 2004, Pages 492-510

  Liu, Xiao Hong ^a   Zhao, Li Bing ^a   She, Zhi Gang ^a   Lin, Yong Cheng ^a  

^a SUN YAT SEN UNIVERSITY   (China)

Author keywords

Bioactive metabolite; Marine microorganism

Indexed keywords

2 HEXYLIDENE 3 METHYLSUCCINIC ACID; 2 HEXYLIDENE 3 METHYLSUCCINIC ACID 4 METHYL ESTER; 2,3 DIHYDRO 2 HYDROXY 2,4 DIMETHYL 5 PROPENYLFURAN 3 ONE; 5 CARBOXYMELLEIN; ACETYLSUMIKI ACID; ANTHRAPUINONE DERIVATIVE; ASCOSALIPYRROLIDINONE A; CHLOROGENTIASYLQUINONE; CYTOCHALASIN Q; ENNIATIN G; FUMIQUINAZOLIN DERIVATIVE; GENISTEIN; HALOROSELLINIC ACID; HYPOXYLIN A; HYPOXYLIN B; MACROSPHELIDE E; MACROSPHELIDE F; NAFUREDIN; NATURAL PRODUCT; OXEPINE DERIVATIVE; PAECILOSPIRONE; SUMIKI ACID; TERREIC ACID; UNCLASSIFIED DRUG; UNINDEXED DRUG; VIRESCENOSIDE A; VIRESCENOSIDE B; VIRESCENOSIDE C; VIRESCENOSIDE M; VIRESCENOSIDE N; XYLOKETAL A;

ANTIFUNGAL ACTIVITY; ANTIINFLAMMATORY ACTIVITY; ANTIMALARIAL ACTIVITY; ANTIMICROBIAL ACTIVITY; ANTINEOPLASTIC ACTIVITY; CANCER INHIBITION; CYTOTOXICITY; DRUG ACTIVITY; DRUG ISOLATION; DRUG STRUCTURE; FUNGUS; FUNGUS ISOLATION; GEOGRAPHIC DISTRIBUTION; HUMAN; IC 50; MARINE ENVIRONMENT; MINIMUM INHIBITORY CONCENTRATION; NONHUMAN; REVIEW;

EID: 6344275533     PISSN: 10018689     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Review

References (69)

1. Afiyatullov S S h, Kuznetsova T A, Isakov V V, et al. New diterpenic altrosides of the fungus Acremonium stria tiporum isolated from a sea cucumber [J]. J Nat Prod, 2000, 63: 848
2. Belofsky G N, Anguera M, Jensen P R, et al. Oxepinamides A-C and Fumiquinazolines H-I: Bioactive Metabolites from a Marine Isolate of a Fungus of the Genus Acremonium [J]. Chem Eur J, 2000, 6: 1355
3. Osterhage C, Kaminsky R, König G M, et al. Ascosalipyrrolidinone A, an antimicrobial alkaloid, from the obligate marine fungus Ascochyta salicorniae [J]. J Org Chem, 2000, 65: 6412
4. Namikoshi M, Kobayashi H, Yoshimoto T, et al. Paecilospirone, a unique spiro [chroman-2,1′ (3′H)-isobenzofuran] derivative isolated from tropical marine fungus Paecilomyces sp. [J]. Chem Lett, 2000, 308
5. Smith C J, Abbanat D, Bernan V S, et al. Novel polyketide metabolites from a species of marine fungi [J]. J Nat Prod, 2000, 63: 142
6. Chinworrungsee M, Kittakoop P, Isaka M, et al. Antimalarial Halorosellinic Acid from the Marine Fungus Halorosellinia oceanica [J]. Bioorg & Med Chem Lett, 2001, 11: 1965
7. Lin Y, Wu X, Feng S, et al. Five Unique Compounds: Xyloketals from Mangrove Fungus Xylaria sp. from the South China Sea Coast [J]. J Org Chem, 2001, 66: 6252
8. Lin Y C, Wang J, Wu X Y, et al. A Novel Compound Enniatin G from the Mangrove Fungus Halosarpheia sp. (strain #732) from the South China Sea [J]. J Aust Chem, 2002, 55: 225
9. Lin Y C, Zhou S N. Marine Microorganism and Its Metabolites [M]. Bejing: Chemical Industry Press, 2003: 425
10. Lin Y C, Zhou S N. Marine Microorganism and Its Metabolites [J]. Bejing: Chemical Industry Press, 2003: 426
11. Lin Y C, Zhou S N. Marine Microorganism and Its Metabolites [J]. Bejing: Chemical Industry Press, 2003: 427
12. Uchida R, Tomoda H, Arai M, et al. Chlorogentisylquinone, a new neutral sphingomyelinase inhibitor, produced by a marine fungus [J]. J Antibiot, 2001, 54: 882
13. Ui H, Shiomi K, Yamaguchi Y, et al. Nafuredin, a novel inhibitor of nADH-fumarate reductase, produced by Aspergillus niger FT-0554 [J]. J Antibiot, 2001, 54: 234
14. Namikoshi M, Akano K, Meguro S, et al. A new macrocyclic trichothecene, 12, 13-deoxyroridin E, fungus Myrothecium roridum collected in Palau [J]. J Nat Prod, 2001, 64: 396
15. Yamada T, Iritani M, Doi M, et al. Absolute stereostructures of cell-adhesion inhibitors, macrosphelides C, E G and I, produced by a Periconia species separated from an Aplysia sea hare [J]. J Chem Soc Perkin Trans, 1, 2001, 67: 3046
16. Cueto M, Jensen P R, Kauffman C, et al. Pestalone, a new antibiotic produced by a marine fungus in response to bacterial challenge [J]. J Nat Prod, 2001, 64: 1444
17. Komatsu K, Shigemori H, Kobayashi J, et al. Dictyonamides A and B, new peptides from marine-derived fungus [J]. J Org Chem, 2001, 66: 6189
18. Iwamoto C T, Yamada Y, Ito K, et al. Cytotoxic cytochalasans from a Penicillium species separated from a marine alga [J]. Tetrahedron, 2001, 57: 2997
19. Komatsu K, Shigemori H, Mikami Y, et al. Sculezonones A and B, two metabolites possessing a phenalenone skeleton from a marine-derived fungus Penicillium species [J]. J Nat Prod, 2000, 63: 408
20. Perpelescu M, Kobayashi J, Furuta M, et al. Novel phenalenone derivatives from a marine-derived fungus exhibit distinct inhibition spectra against eukaryotic DNA polymerases [J]. Biochemistry, 2002, 41: 7610
21. Chinworrungsee M, Kittakoop P, Isaka M, et al. Halorosellins A and B, unique isocoumarin glucosides from the marine fungus Halorosellinia oceanica [J]. J Chem Soc, Perkin Trans, 2002, 1: 2473
22. Isaka M, Suyarnsestakorn C, Tanticharoen M, et al. Aigialomycins A-E, new Resorcylic macrolides from the marine mangrove fungus aigialus parvus [J]. J Org Chem, 2002, 67: 1561
23. Malmstrom J, Christophersen C, Barrero A F, et al. Bioactive metabolites from a marine-derived strain of the fungus emericella variecolor [J]. J Nat Prod, 2002, 65: 364
24. Son H W, Choi J S, Kim J C, et al. Parasitenone, a new epoxycyclohexenone related to gabosine from the marine-derived fungus Aspergillus parasiticus [J]. J Nat Prod, 2002, 65: 794
25. Daferner M, Anke T, Sterner O, et al. Zopfiellamides A and B, antimicrobial pyrrolidinone derivatives from the marine fungus Zopfiella latipes [J]. Tetrahedron, 2002, 58: 7781
26. Schlingmann G, Milne L, Carter G T, et al. Isolation and identification of antifungal polyesters from the marine fungus Hypoxylon oceanicum LL-15G256 [J]. Tetrahedron, 2002, 58: 6825
27. Nagai K, Kmaigiri K, Matsumoto H, et al. YM-202204, a new antifungal antibiotic produced by marine fungus Phoma sp. [J]. J Antibiot, 2002, 55: 1036
28. Abdel-Lateff A, König GM, Fisch KM, et al. New antioxidant hydroquinone derivatives from the algicolous marine fungus Acremonium sp. [J]. J Nat Prod, 2002, 65: 1605
29. Tsuda M, Mugwashima T, Komatsu K, et al. Modiolides A and B, two new 10-membered macrolides from a marine-derived fungus [J]. J Nat Prod, 2003, 66: 412
30. Garo E, Starks C M, Jensen P R, et al. Trichodermamides A and B, cytotoxic modified dipeptides from the marine-derived fungus Trichoderma virens [J]. J Nat Prod, 2003, 66: 423
31. Lin Y C, Shao Z Y, Jiang G Z, et al. Penicillazine, a unique quinolone derivative with 5,6- dihydro- 1,2-oxazine ring system from the marine fungus Penicillium sp. (Strain #386) from the south China sea [J]. Tetrahedron, 2000, 56: 9607
32. Abdel-Lateff A, Klemke C, König G M, et al. Two new xanthone derivatives from the algicolous marine fungus Wardomyces anomalus [J]. J Nat Prod, (Technical Note), 2003
33. Lin M, Brauers G, Ebel R, et al. Novel chromone derivatives from the fungus Aspergillus versicolor isolated from the Marine Sponge Xestospongia exigua [J]. J Nat Prod, 2003, 66: 57
34. Bugni T S, Bernan V S, Greenstein M, et al. Brocaenols A-C: novel polyketides from a marine-derived Penicillium brocae [J]. J Org Chem, 2003, 68: 2014
35. Byrn H G, Zhang H, Mochizrke M, et al. Novel antifungal diketopiperazine from marine fungus [J]. J Antibiot, 2003, 56: 102
36. Jaruchoktaweechai C, Suwanborirux K, Tanasupawatt S, et al. New macrolactins from a marine Bacillus sp. Sc026 [J]. J Nat Prod, 2000, 63: 984
37. Nagao T, Adachi K, Sakai M, et al. Novel macrolactins as antibiotic lactones from a marine bacterium [J]. J Antibiot, 2001, 54: 333
38. Fudou R, Iizuka T, Yamanaka S. Haliangicin, a novel antifungal metabolite produced by a marine myxobacterium. 2. isolation and structural elucidation [J]. J Antibiot, 200154: 153
39. Fudou R, Iizuka T, Yamanaka S. Haliangicin, a novel antifungal metabolite produced by a marine myxobacterium. 1. Fermentation and Biological Characteristics [J]. J Antibiot, 2001, 54: 149
40. Kono K, Tanaka M, Mizuno T, et al. B-5354a, b and c, new sphingosine kinase inhibitors, produced by a marine bacterium; taxonomy, fermentation, isolation, physico-chemical properties and structure determination [J]. J Antibiot, 2000, 53: 753
41. Wicke C, Huners M, Wray V, et al. Production and structure elucidation of glycoglycerolipids from a marine Sponge Associated Microbacterium species [J]. J Nat Prod, 2000, 63: 621
42. Barsby T, Kelly M T, Andersen R J. Tupuseleiamides and Basil- wikamides, new acyldipeptides and antifungal polyketides produced in Culture by a Bacillus laterosparus isolate obtained from a tropical marine habitat [J]. J Nat Prod, 2002, 65: 1447
43. Milligan KE, Márquez B, Williamson RT, et al. Two new malyngamides from a Madagascan Lyngbya majuscula [J]. J Nat Prod, 2000, 63: 965
44. Kan Y, Sakamoto B, Fujita T, et al. New malyngamides from the hawaiian cyanobacterium Lyngbya majuscula [J]. J Nat Prod, 2000, 63: 1599
45. Lik T T, Okino T, Gerwick W H. Hermitamides A and B, toxic malyngamide-type natural products from the marine cyanobacterium Lyngbya majuscula [J]. J Nat Prod, 2000, 63: 952
46. Luesch H, Pangilinan R, Yoshida W Y, et al. Pitipeptolides A and B, new cyclodepsipeptides from the marine cyanobacterium Lyngbya majuscula [J]. J Nat Prod, 2001, 64: 304
47. Sitachitta N, Williamson R T, Gerwick W H. Yanucamides A and B, two new depsi- peptides from an assemblage of the marine cyanobacteria Lyngbya majuscula and Schizothrix species [J]. J Nat Prod, m, 2000, 63: 197
48. Hendrik Luesch, Wesley Y, Yoshida. Isolation, structure determination, and biological activity of lyngbyabellin A from the marine cyanobacterium Lyngbya majuscula [J]. J Nat Prod, 2000, 63: 611
49. Nagle DG, Zhou YD. A new indanone from the marine cyanobacterium Lyngbya majuscula that inhibits hypoxia-induced activation of the VEGF promoter in Hep3B cells [J]. J Nat Prod, 2000, 63: 1431
50. Luesch H, Moore R E, Paul V J. Isolation of dolastatin 10 from the marine cyanobacterium Symploca species VP642 and total stereochemistry and biological evaluation of its analogue symplostatin 1 [J]. J Nat Prod, 2001, 907
51. Luesch H, Yoshida W Y, Moore R E, et al. Symplostatin 3, a new dolastatin 10 analogue from the marine cyanobacterium Symploca sp. VP452 [J]. J Nat Prod, 2002, 65: 16
52. Williams PG, Yoshida W Y, Moore R E, et al. Isolation and structure determination of obyanamide, a novel cytotoxic cyclic depsipeptide from the marine cyanobacterium Lyngbya conifervoides [J]. J Nat Prod, 2002, 65: 29
53. Nogle L M, Okino T, Gerwick W H. Antillatoxin B, a neurotoxic lipopeptide from the marine cyanobacterium Lyngbya majuscula [J]. J Nat Prod, 2001, 64: 983
54. Luesch H, Yoshida W Y, Moore R E, et al. Total structure determination of apratoxin A, a potent novel cytotoxin from the marine cyanobacterium Lyngbya majuscula [J]. J Am Chem Soc, 2001, 123: 5418
55. Tan L T, Márquez B L, Gerwick W H, et al. Lyngbouilloside, a novel glycosidic macrolide from the marine cyanobacterium Lyngbya bouillonii [J]. J Nat Prod, 2002, 65: 925
56. Luesch H, Yoshida W Y, Harrigan G G, et al. Lyngbyaloside B, a new glycoside macrolide from a palauan marine cyanobacterium, Lyngbya sp. [J]. J Nat Prod, 2002, 65: 1945
57. Williams P G, Yoshida W Y, Moore R E, et al. Tasiamide, a cytotoxic peptide from the marine cyanobacterium Symploca sp. [J]. J Nat Prod, 2002, 65: 1336
58. Williams P G, Yoshida W Y, Moore R E, et al. Tasipeptins A and B: new cytotoxic depsipeptides from the marine cyanobacterium Symploca sp. [J]. J Nat Prod, 2003, 66: 620
59. Williams P G, Yoshida W Y, Quon M K, et al. Ulongapeptin, a cytotoxic cyclic depsipeptide from a palauan marine cyanobacterium Lyngbya sp. [J]. J Nat Prod, 2003, 66: 651
60. Tan L T, Sitachitta N, Gerwick W H. The Guineamides, novel cyclic depsipeptides from a papua new guinea collection of the marine cyanobacterium Lyngbya majuscula [J]. J Nat Prod, 2003, ASAP Article
61. Nogle L M, Gerwick W H. Somocystinamide A, a novel cytotoxic disulfide dimer from a fijian marine cyanobacterial mixed assemblage [J]. Org Lett, 2002, 4: 1095
62. Williamson R T, Boulanger A, Vulpanovici A, et al. Structure and absolute stereochemistry of phormidolide, a new toxic metabolite from the marine cyanobacterium Phormidium sp. [J]. J Org Chem, 2002, 67: 7927
63. Fernandez-Chimeno R I, Canedo L, Espliego F, et al. IB-96212, a novel cytotoxic macrolide produced by a marine Micromonospora: I. Taxonomy, fermentation, isolation and biological activities [J]. J Antibiot, 2000, 53: 474
64. Hardt I H, Jensen P R, Fenical W. Neomarinone, and new cytotoxic marinone derivatives, produced by a marine filamentous bacterium (actinomycetales) [J]. Tetrahed Lett, 2000, 41: 2073
65. Capon R J, Skene C, Lacey E, et al. Lorneamides A and B: two new aromatic amides from a southern Australian marine actinomycete [J]. J Nat Prod, 2000, 63: 1682
66. He H, Ding W D, Bernan V S, et al. Lomaiviticins A and B, potent antitumour antibiotics from Micromonospora lomaivitiensis [J]. J Am Chem Soc, 2001, 123: 5362
67. Feling R H, Buchanan G O, Mincer T J, et al. Salinoaporamide A: highly cytotoxic proteasome inhibitor from a novel microbial source, a marine bacterium of the new genus Salinospora [J]. Angew Chem Int Ed, 2003, 42: 355
68. Malit-Cascón L, Romero F, Espliego-Vázquez F, et al. IB-00208, a new cytotoxic polycyclic xanthone produced by a marine-derived Actinomadura I. Isolation of the strain, taxonomy and biological activites [J]. J Antibiot, 2003, 56: 219
69. López J M, Insua M M, Julia P B, et al. New cytotoxic indolic metabolites from a marine Streptomyces [J]. J Nat Prod, (Technical Note), 2003, April 15