Total Synthesis of the Furopyran Lignans Sumatranin A-D and the Proposed Structure of Sumatranin H.
IF 3.3
2区 生物学
Q2 CHEMISTRY, MEDICINAL
引用次数: 0
Abstract
Sumatranins A-D are lignans isolated from the twigs of Cleistanthus sumatranus that contain a previously unseen furopyran in a tetrahydro-furo[2,3-b]chromene tricyclic system. In this work, sumatranins A-D were enantioselectively synthesized utilizing an Evans aldol reaction followed by acid-catalyzed cyclization as key steps. Additionally, the proposed structure of dibenzylbutyrolactone lignan sumatranin H, an apparent biosynthetic precursor to the furopyran lignans, was synthesized but determined to be inconsistent with the previously isolated data. The synthetic routes developed allows for the construction of a wide range of sumatranin-type lignans or unnatural analogues.
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来源期刊
CiteScore
9.10
自引率
5.90%
发文量
294
审稿时长
2.3 months
期刊介绍：
The Journal of Natural Products invites and publishes papers that make substantial and scholarly contributions to the area of natural products research. Contributions may relate to the chemistry and/or biochemistry of naturally occurring compounds or the biology of living systems from which they are obtained.
Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.
When new compounds are reported, manuscripts describing their biological activity are much preferred.
Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.
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