Isoaltenuene

Yao Xue Xue Bao. 2013 Jun;48(6):891-5.

A new sesquiterpenoid from fungus Colletotrichum sp. and its cytotoxicity.[Pubmed: 23984524]

METHODS AND RESULTS:
A novel sesquiterpenoid (1) and three known compounds identified as Isoaltenuene (2), altenuene (3), and alternariol 4, 10-O-dimethyl ether (4), were isolated in our investigation of the cytotoxic constituents from solid cultures of the endophytic fungus Colletotrichum sp. The structures of these compounds were elucidated through spectroscopic data analysis.
CONCLUSIONS:
All compounds exhibited cytotoxic activity against lung cancer cell line A549, breast cancer cell line MDA-MB-231 and pancreatic cancer cell line PANC-1. Compound 4 could induce the PANC-1 cells inflation or death, but couldn't induce apoptosis at the IC50 of 60.2 microg x mL(-1).

Mycotoxin Res. 1989 Sep;5(2):69-76.

Isolation and structure elucidation of isoaltenuene, a new metabolite ofAlternaria alternata.[Pubmed: 23605299 ]

Isoaltenuene, a previously unknownAlternaria metabolite has been isolated from a rice culture ofAlternaria alternata and purified by semipreparative HPLC.
METHODS AND RESULTS:
The assigned structure, elucidated by UV, IR, MS, and NMR spectroscopy, was 2', 3', 4', 5'-tetrahydro-3, 4'β, 5'α-trihydroxy-5-methoxy-2'α-methyldibenzo (α)-pyrone and corresponded to a diasteroisomer of altenuene with inverted configuration at C-2'.
CONCLUSIONS:
Isoaltenuene showed a minor phytotoxic activity on tomato leaves at level of 20 μg/spot and no antifungal activity onGeotrichum candidum (up to 20 μg/disk).

Nat Prod Res. 2015;29(9):848-52

A new alternariol glucoside from fungus Alternaria alternate cib-137.[Pubmed: 25520187 ]

METHODS AND RESULTS:
A new secondary metabolite, 2-O-methylalternariol 4-O-β-[4-methoxyl-glucopyranoside] (1), together with four known compounds alternariol methyl ether (2), altenuene (3), Isoaltenuene (4) and 2-(2'S-hydroxypropyl)-5-methyl-7-hydroxychromone (5), was isolated from the fungus Alternaria alternate cib-137. Its structure was elucidated on the basis of spectroscopic data.
CONCLUSIONS:
Compounds 3 and 4 demonstrated moderate activity against Staphylococcus aureus.

J Nat Prod. 2006 Apr;69(4):612-5.

Altenuene derivatives from an unidentified freshwater fungus in the family Tubeufiaceae.[Pubmed: 16643037 ]

METHODS AND RESULTS:
Four new altenuene derivatives called dihydroaltenuenes A (1) and B (2) and dehydroaltenuenes A (3) and B (4), along with five known compounds, including Isoaltenuene (5), altenuene (6), and 5'-epialtenuene (7), were isolated from cultures of an unidentified freshwater aquatic fungal species in the family Tubeufiaceae. The structures of 1-4 were determined by analysis of NMR and MS data. The relative stereochemistry was determined on the basis of (1)H NMR J-values and NOE data, while the absolute configuration of a representative member of the group (5) was assigned by CD spectral analysis of its bis-N,N-dimethylaminobenzoate derivative.
CONCLUSIONS:
Compounds 1, 3, 4, 5, and 6 showed antibiotic activity against Gram-positive bacteria.