Four New Macrocyclic Trichothecenes from Two Strains of Marine-derived Fungi of the Genus Myrothecium

Abstract

Three new macrocyclic trichothecenes, named 12Ј-hydroxyroridin E (1), roridin Q (2), and 2Ј,3Ј-deoxyroritoxin D (3), were isolated from the marinederived fungus Myrothecium roridum TUF 98F42, and a new macrocyclic trichothecene, named roridin R (4), was isolated from Myrothecium sp. TUF 02F6 together with roridins A and H and isororidin E. The structures of new compounds were determined on the basis of their spectral data. Compound 2 possessed a unique ether moiety at the 13Ј position of 1. Compound 4 was a 2Ј,3Ј-dihydro-2Ј-hydroxy derivative of roridin H. The IC 50 values of compounds 1, 2, and 4 against the murine leukemia cell line L1210 were 0.19, 31.2, and 0.45 m M, respectively. Compound 3 showed antiyeast activity to Saccharomyces cerevisiae at 1 m g/disc (inhibition zone: 12.2 mm), which was about 10 time more active than roritoxin D (10.2 mm at 10 mg/disc).

Terpenes from Marine-Derived Fungi

“…Although 91 displayed IC 50 values of 25 and 15 ng mL −1 towards HL-60 and L1210 cell lines, respectively, its activity was reduced about 80 fold in comparison to 86 [65]. In a subsequent study, the same fungal strain was reported to produce three new macrocyclic trichothecenes, 12′-hydroxyroridin E ( 87 ), roridin Q ( 88 ), and 2′,3′-deoxyroritoxin D ( 98 ), while one new compound, roridin R (2′,3′-dihydro-2′-hydroxyroridin H, 97 ), was isolated from Myrothecium sp., together with the known foridins A and H, and isororidin E [66]. 88 is characterized by a unique ether moiety at C-13′ and thus contains a third hydroxyacid moiety.…”

Antimicrobial Agents Produced by Marine Aspergillus terreus var. africanus Against Some Virulent Fish Pathogens

“…Another two new antibacterial agents were isolated from a marine Aspergillus sp. strain 05F16, active against S. aureus and Escherichia coli [34]. Three new alkaloids were obtained from the ethyl acetate extract of a marinederived fungal strain, Aspergillus sydowi PFW1-13 which display significant antimicrobial activities against E. coli, Bacillus subtilis, and Micrococcus lysoleikticus [35].…”

Roridin H

“…For general backgroud, see: Amagata et al (2003); Namikoshi et al (2001); Alvi et al (2002); Xu et al (2006); Abbas et al (2002); Kaneko et al (1982); Allen et al (1987); Jarvis & Midiwo (1982); Cremer & Pople (1975). For related literature, see: Shen et al (2006).…”