New Diterpene Glycosides of the Fungus Acremonium striatisporum Isolated from a Sea Cucumber

Abstract

Three new diterpene glycosides, virescenosides O (1), P (2), and Q (3), have been isolated from a marine strain of Acremonium striatisporum KMM 4401 associated with the holothurian Eupentacta fraudatrix. Their structures were determined on the basis of HRMALDIMS and NMR data as beta-D-altropyranosido-19-isopimara-8(14),15-diene-7alpha,3beta-diol (1), beta-D-altropyranosido-19-7-oxoisopimara-8(9),15-diene-3beta-ol (2), and beta-D-mannopyranosido-19-isopimara-7,15-diene-3beta-ol (3). The cytotoxic activity of the virescenosides was examined.

Terpenes from Marine-Derived Fungi

“…Over the course of eight years, it was repeatedly studied and proved to be an exceptionally rich source of new isopimaradiene diterpene glycosides, virescenosides N–X ( 118 , 120 , 122 – 131 )[85–88]. …”

Analysis of carbohydrates and glycoconjugates by matrix‐assisted laser desorption/ionization mass spectrometry: An update covering the period 2001–2002

“…Altrose (27) and mannose have been identified in diterpene glycosides (virescenosides, 28) isolated from the fungus Acremonium striatisporum originally separated from the holothurian (sea cucumber) Eupentacta fraudatrix (Afiyatullov et al, 2002). A b-glucosidase gene has been discovered in the anaerobic fungus Piromyces sp.…”

Marine natural products

“…Each compound possessed significant cytotoxic activity against the P388 cell line while leptosin M 18 also exhibited appreciable cytotoxicity against a disease-oriented panel of 39 human cancer cell lines and specifically inhibited two protein kinases and topoisomerase II. 74 Virescenosides O-Q 58-60 were cytotoxic against Ehrlich carcinoma cells in vitro while virescenoside P 59 was also cytotoxic to developing eggs of the sea urchin Strongylocentrotus intermedius. 56 Cultured Fusarium chlamydosporum, isolated from the Japanese marine red alga Carpopeltis affinis, was the source of fusaperazines A 23 and B 24, two new sulfur-containing dioxopiperazine derivatives, and two known compounds 25 and 26 which had been originally isolated from a fermentation of the fungus Tolypocladium sp.…”