Abstract
Cultures of a fungicolous isolate of Sporormiella minimoides afforded two new polyketide metabolites which we have named sporminarins A (1) and B (2). The planar structures of 1 and 2 were elucidated by analysis of NMR and MS data, and by chemical methods. 1 exhibited significant antifungal activity against Aspergillus flavus.
Similar content being viewed by others
Article PDF
References
Shim SH, Swenson DC, Gloer JB, Dowd PF, Wicklow DT . Penifulvin A: A sesquiterpenoid-derived metabolite containing a novel dioxa[5,5,5,6]fenestrane ring system from a fungicolous isolate of Penicillium griseofulvum. Org Lett 8: 1225–1228 ( 2006)
Jiao P, Swenson DC, Gloer JB, Wicklow DT . Chloriolide, a 12-membered macrolide from Chloridium virescens var. chlamydosporum (NRRL 37636). J Nat Prod 69: 636–639 ( 2006)
Deyrup ST, Swenson DC, Gloer JB, Wicklow DT . Caryophyllene sesquiterpenoids from a fungicolous isolate of Pestalotiopsis disseminata. J Nat Prod 69: 608–611 ( 2006)
Reátegui RF, Gloer JB, Wicklow DT . Phaeofurans and sorbicillin analogues from a fungicolous Phaeoacremonium species (NRRL 32148). J Nat Prod 69: 113–117 ( 2006)
Bugni TS, Bernan VS, Greenstein M, Janso JE, Maiese WM, Mayne CL, Ireland CM . Brocaenols A~C: Novel polyketides from a marine-derived Penicillium brocae. J Org Chem 68: 2014–2017 ( 2003)
Kasai Y, Komatsu K, Shigemori H, Masashi T, Mikami Y, Kobayashi J . Cladionol A, a polyketide glycoside from marine-derived fungus Gliocladium species. J Nat Prod 68: 777–779 ( 2005)
Kohno J, Nishio M, Sakurai M, Kawano K, Hiramatsu H, Kameda N, Kishi N, Yamashita T, Okuda T, Komatsubara S . Isolation and structure determination of TMC-151s: Novel polyketide antibiotics from Gliocladium catenulatum Gilman & Abbott TC 1280. Tetrahedron 55: 7771–7786 ( 1999)
Matsumori N, Kaneno D, Murata M, Nakamura H, Tachibana K . Stereochemical determination of acyclic structures based on carbon–proton spin-coupling constants. A method of configuration analysis for natural products. J Org Chem 64: 866–876 ( 1999)
Wicklow DT, Joshi BK, Gamble WR, Gloer JB, Dowd PF . Antifungal metabolites (monorden, monocillin IV, and cerebrosides) from Humicola fuscoatra Traaen NRRL 22980, a mycoparasite of Aspergillus flavus sclerotia. Appl Environ Microbiol 64: 4482–4484 ( 1998)
Tabata N, Ohyama Y, Tomoda H, Abe T, Namikoshi M, Ōmura S . Structure elucidation of roselipins, inhibitors of diacylglycerol acyltransferase produced by Gliocladium roseum KF-1040. J Antibiot 52: 815–826 ( 1999)
Adeboya MO, Edwards RL, Laessoe T, Maitland DJ . Metabolites of the higher fungi. Part 27. Berteric acid, cameronic acid and malaysic acid, three new polysubstituted fatty acids related to cubensic acid from species of the fungus genus Xylaria. J Chem Res Syn 9: 356–357 ( 1995)
Edwards RL, Maitland DJ, Whalley AJS . Metabolites of the higher fungi. Part 26. Cubensic acid, 3,7,11,15-tetrahydroxy-18-(hydroxymethyl)-2,4,6,10,14,16,20-heptamethyldocosa-4E,8E,12E,16E-tetraenoic acid, a novel polysubstituted C22 fatty acid from the fungus Xylaria cubensis (Mont.) Fr. with substituents and substitution pattern similar to the macrolide antibiotics. J Chem Soc Perkin Trans I 6: 1411–1417 ( 1991)
O'Hagan D, Rogers SV, Duffin GR, Edwards RL . Biosynthesis of the fungal polyketide cubensic acid from Xylaria cubensis. Tetrahedron Lett 33: 5585–5588 ( 1992)
Clapp-Shapiro WH, Burgess BW, Giacobbe RA, Harris GH, Mandala S, Polishook J, Rattray M, Thornton RA, Zink DL, Cabello A, Diez MT, Martin I, Pelaez F . U.S. Patent 5,801,172, September ( 1998)
Soman AG, Gloer JB, Angawi RF, Wicklow DT, Dowd PF . Vertilecanins: New phenopicolinic acid analogues from Verticillium lecanii. J Nat Prod 64: 189–192 ( 2001)
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Mudur, S., Gloer, J. & Wicklow, D. Sporminarins A and B: Antifungal Metabolites from a Fungicolous Isolate of Sporormiella minimoides. J Antibiot 59, 500–506 (2006). https://doi.org/10.1038/ja.2006.70
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1038/ja.2006.70
Keywords
This article is cited by
-
Fungicolous fungi: terminology, diversity, distribution, evolution, and species checklist
Fungal Diversity (2019)
-
Biodiversity and chemotaxonomy of Preussia isolates from the Iberian Peninsula
Mycological Progress (2017)
-
Bioactive metabolites from new or rare fimicolous fungi with antifungal activity against plant pathogenic fungi
European Journal of Plant Pathology (2015)