10140-70-2Relevant articles and documents
A new curvularin glycoside and its cytotoxic and antibacterial analogues from marine actinomycete Pseudonocardia sp. HS7
Ye, Xuewei,Anjum, Komal,Song, Tengfei,Wang, Wenling,Yu, Siran,Huang, Haocai,Lian, Xiao-Yuan,Zhang, Zhizhen
, p. 1156 - 1161 (2016)
Five curvularin macrolides (1-5) were isolated from the cultured broth of marine actinomycete Pseudonocardia sp. HS7 that was obtained from the cloacal aperture of sea cucumber Holothuria moebii. The structures of these isolates were characterized as (11S,15R)-11-hydroxycurvularin (1), (11R,15R)-11-hydroxycurvularin (2), curvularin-7-O-α-D-glucopyranoside (3), trans-dehydrocurvularin (4) and curvularin (5) based on their NMR and HRESIMS data as well as chemical degradation. Compound 3 is a new macrolide with a rare α-D-glucopyranose substituent. Compounds 1-4, 5a and 5c (the acyl products of 5), suppressed the proliferation of all six tested cancer cell lines and 4 is the most active compound with IC50 values ranging from 0.59 to 3.39 M. The 11-hydroxycurvularins 1 and 2 also showed antibacterial activity inhibiting the growth of Escherichia coli.
Stereoselective total synthesis of (-)-curvularin
Radha Krishna, Muniganti,Sridhar, Gattu,Syed, Tasqeeruddin,Jayaprakash
, p. 37 - 42 (2021/12/22)
A concise total synthesis of (-)-Curvularin have been synthesized from commercially available (S)-(?)-propylene epoxide and (3,5-Dimethoxyphenyl)acetic acid. The key steps involved in the synthesis are Vilsmeier-Haack formylation, Grignard reaction, alkyl
Umpolung Pd-Catalyzed α-arylation reactions in natural product synthesis: Syntheses of (+)-xestodecalactone A, (-)-curvularin, (+)-12-oxocurvularin and (-)-citreofuran
De Joarder, Dripta,Jennings, Michael P.
, p. 3303 - 3313 (2015/05/20)
The syntheses (total and formal) of four phenylacetic acid lactone (PAL) natural products have been accomplished by utilizing a unified strategy of an umpolung Pd-catalyzed α-arylation of complex α-bromo esters and boronic acids under mild reaction conditions. As part of the synthetic approaches to these natural products, it was observed that the mild coupling reaction conditions readily tolerated terminal alkenes, other labile ester functionalities, an α,β-unsaturated ester moiety, and a protected allylic alcohol, while chemoselectively engaging the α-bromo ester. The completion of (+)-xestodecalactone A and (-)-curvularin coupled with the formal syntheses of (+)-12-oxocurvularin and (-)-citreofuran highlight the umpolung Pd-catalyzed α-arylation strategy as a key convergent tactic in complex natural product synthesis.