Fulvoferruginin

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Category Mycotoxins
Catalog number BBF-01450
CAS
Molecular Weight 246.30
Molecular Formula C15H18O3

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Description

Fulvoferruginin is produced by the strain of Marasmius fuloferrugineus. It showed cytotoxicity and antifungal activity, especially to Paecilomyces varioti with MIC of 1-5 μg/mL.

Specification

IUPAC Name (1R,4R,8S,13S)-4-hydroxy-1,10-dimethyl-5-methylidene-7-oxatricyclo[6.4.1.04,13]trideca-9,11-dien-6-one
Canonical SMILES CC1=CC2C3C(CCC3(C(=C)C(=O)O2)O)(C=C1)C
InChI InChI=1S/C15H18O3/c1-9-4-5-14(3)6-7-15(17)10(2)13(16)18-11(8-9)12(14)15/h4-5,8,11-12,17H,2,6-7H2,1,3H3/t11-,12+,14-,15-/m0/s1
InChI Key CGOCLPVLXNAUEN-NEBZKDRISA-N

Properties

Appearance Crystalline
Antibiotic Activity Spectrum fungi
Melting Point 127°C

Reference Reading

1. Analogs of the carotane antibiotic fulvoferruginin from submerged cultures of a Thai Marasmius sp
Birthe Sandargo, Leon Kaysan, Rémy B Teponno, Christian Richter, Benjarong Thongbai, Frank Surup, Marc Stadler Beilstein J Org Chem. 2021 Jun 4;17:1385-1391. doi: 10.3762/bjoc.17.97. eCollection 2021.
A recent find of a Marasmius species in Northern Thailand led to the isolation of five unprecedented derivatives of the carotane antibiotic fulvoferruginin (1), fulvoferruginins B-F (2-6). The structures of these sesquiterpenoids were elucidated using HRESIMS, 1D and 2D NMR, as well as CD spectroscopy. Assessing the bioactivity, fulvoferruginin emerged as a potent cytotoxic agent of potential pharmaceutical interest.

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