Dihydrohypothemycin

Dihydrohypothemycin

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Category Bioactive by-products
Catalog number BBF-01403
CAS
Molecular Weight 272.29
Molecular Formula C10H24O8

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Description

It is produced by the strain of Hypomyces trichothecoides. Dihydrohypothemycin has anti-tsutsugamushi activity.

Properties

Appearance Crystalline
Antibiotic Activity Spectrum parasites
Melting Point 178-179°C

Reference Reading

1. Biosynthetically Distinct Cytotoxic Polyketides from Setophoma terrestris
Tamam El-Elimat, Mario Figueroa, Huzefa A Raja, Tyler N Graf, Steven M Swanson, Joseph O Falkinham rd, Mansukh C Wani, Cedric J Pearce, Nicholas H Oberlies European J Org Chem. 2015 Jan 1;2015(1):109-121. doi: 10.1002/ejoc.201402984.
Sixteen polyketides belonging to diverse structural classes, including monomeric/dimeric tetrahydroxanthones and resorcylic acid lactones, were isolated from an organic extract of a fungal culture Setophoma terrestris (MSX45109) using bioactivity-directed fractionation as part of a search for anticancer leads from filamentous fungi. Of these, six were new: penicillixanthone B (5), blennolide H (6), 11-deoxy blennolide D (7), blennolide I (9), blennolide J (10), and pyrenomycin (16). The known compounds were: secalonic acid A (1), secalonic acid E (2), secalonic acid G (3), penicillixanthone A (4), paecilin B (8), aigialomycin A (11), hypothemycin (12), dihydrohypothemycin (13), pyrenochaetic acid C (14), and nidulalin B (15). The structures were elucidated using a set of spectroscopic and spectrometric techniques; the absolute configurations of compounds 1-10 were determined using ECD spectroscopy combined with time-dependent density functional theory (TDDFT) calculations, while a modified Mosher's ester method was used for compound 16. The cytotoxic activities of compounds (1-15) were evaluated using the MDA-MB-435 (melanoma) and SW-620 (colon) cancer cell lines. Compounds 1, 4, and 12 were the most potent with IC50 values ranging from 0.16 to 2.14 μM. When tested against a panel of bacteria and fungi, compounds 3 and 5 showed promising activity against the Gram-positive bacterium Micrococcus luteus with MIC values of 5 and 15 μg/mL, respectively.

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