(+) Benzomalvins E () and (-) Benzomalvins E (), a pair of epimeric derivatives, together with three known benzomalvins (), were isolated from solid cultures of a interrhizospheric fungus sp. SYPF 8411. The planar structure of (+) Benzomalvins E () has been previously reported. While, the absolute configuration of compound was established by X-ray crystallographic analysis for the first time. The planar structure of the new compound were elucidated by detailed interpretation of their HR ESI-TOF MS and NMR spectroscopic data. The absolute configuration of compound was established by Rh(OCOCF)-induced CD spectral data and the electronic circular dichroic (ECD) method. Furthermore, the epimerization induced by pH, temperature and HO was revealed. Benzomalvins (), a type of indoximod, enhanced the cytotoxic capability of 5-fluorouracil against A549.
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http://dx.doi.org/10.1080/14786419.2019.1569004 | DOI Listing |
Nat Prod Res
July 2020
Shenyang Pharmaceutical University, Shenyang, People's Republic of China.
(+) Benzomalvins E () and (-) Benzomalvins E (), a pair of epimeric derivatives, together with three known benzomalvins (), were isolated from solid cultures of a interrhizospheric fungus sp. SYPF 8411. The planar structure of (+) Benzomalvins E () has been previously reported.
View Article and Find Full Text PDFSci Pharm
October 2012
Faculty of Pharmaceutical Sciences, Hoshi University, 2-4-41 Ebara, Shinagawa-ku, Tokyo 142-8501, Japan.
Three new quinazolinobenzodiazepine derivatives, novobenzomalvins A (1), B (2), and C (3), have been isolated as fibronectin expression regulators from Aspergillus novofumigatus CBS117520. The structures of 1 to 3 were established by spectroscopic and physicochemical analysis, and chemical investigation including the total synthesis of 1. Treatment with novo-benzomalvins A (1), B (2), C (3), and N-methylnovobenzomalvin A (5) increased the expression of fibronectin in normal human neonatal dermal fibroblast cells.
View Article and Find Full Text PDFJ Antibiot (Tokyo)
May 1994
Sterling Winthrop Pharmaceuticals Research Division, Malvern, Pennsylvania 19355.
In the course of screening microbial broths for neurokinin receptor antagonists, a series of new benzodiazepines, benzomalvins A (1), B (2) and C (3), has been isolated from the culture broth of a fungus identified as a Penicillium sp. Benzomalvin A (1) showed inhibitory activity against substance P with Ki values of 12, 42 and 43 microM at the guinea pig, rat and human neurokinin NK1 receptors, respectively. Benzomalvins B (2) and C (3) were only weakly active.
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