Park, Jin-Soo Cha, Jin Wook Kim, Seong-Hwan Oh, Dong-Chan Kwon, Hak Cheol 2024-01-20T11:01:24Z 2024-01-20T11:01:24Z 2021-09-05 2013-12-01 0385-5414 https://pubs.kist.re.kr/handle/201004/127348 Two new cyclopentapyrans, diospentenols A and B were isolated from the Streptomyces sp. KMA-001 which was isolated from a heat-treated soil sample collected at the abandoned zinc mine. Spectroscopic analyses including extensive 2D NMR spectra, mass spectrometry, and chemical modification revealed structures of diospentenols consisted of 7,7a-dihydro-2H-cyclepenta[b]pyran-6-one core with a hydroxyl group and allyl side chain. This carbon skeleton is rare in natural products reported in the literature. Diosphenol, previously isolated from marine sponge and ascidian, is one of a few known natural products that possess this structural core. Each diospentenol was verified as a racemate using the modified Mosher method and chiral HPLC analysis. English PERGAMON-ELSEVIER SCIENCE LTD CYCLOPENTENONE DERIVATIVES ABSOLUTE-CONFIGURATION INHIBITORY-ACTIVITY METABOLITES DIOSPENTENOLS A AND B, TWO NEW CYCLOPENTAPYRANS ISOLATED FROM ABANDONED MINE BACTERIUM STREPTOMYCES SP KMA-001 Article 10.3987/COM-13-12795 1 HETEROCYCLES, v.87, no.12, pp.2501 - 2512 HETEROCYCLES 87 12 2501 2512 scie scopus 000330487600003 2-s2.0-84889238185 Chemistry, Organic Chemistry Article CYCLOPENTENONE DERIVATIVES ABSOLUTE-CONFIGURATION INHIBITORY-ACTIVITY METABOLITES Cyclopentapyran Microbial Secondary Metabolite Actinomycete Stereochemistry Chiral HPLC