Total Synthesis of Chiricanine A, Arahypin-1, trans-Arachidin-2, trans-Arachidin-3, and Arahypin-5 from Peanut Seeds

Title
Total Synthesis of Chiricanine A, Arahypin-1, trans-Arachidin-2, trans-Arachidin-3, and Arahypin-5 from Peanut Seeds
Author(s)
이용록박병호[박병호]이희진[이희진]
Keywords
1ST TOTAL-SYNTHESIS; PHYTOALEXIN PRODUCTION; RESVERATROL OLIGOMERS; ANTIOXIDANT ACTIVITY; STILBENE; OLIGOSTILBENES; CANCER; INTERRELATIONSHIP; PICEATANNOL; PREVENTION
Issue Date
201104
Publisher
AMER CHEMICAL SOC
Citation
JOURNAL OF NATURAL PRODUCTS, v.74, no.4, pp.644 - 649
Abstract
The first and efficient syntheses of the naturally occurring prenylated stilbenes chiricanine A (2), arahypin-1 (3), trans-arachidin-2 (4),trans-arachidin-3 (5), and arahypin-5 (6) are described. Syntheses of 2 and 3 were accomplished by either a convergent sequence or a one-step reaction starting from pinosylvin. Syntheses:of 4, 5, and 6 were achieved from (E)-3,5-bis-methoxymethyl-4'-triisopropylsilyloxystilbene obtained by a Honer-Wadsworth-Emmons reaction between a benzaldehyde possessing bis-methoxymethyl ether groups and a benzyl phosphonate with a triisopropylsilyloxy group.
URI
http://hdl.handle.net/YU.REPOSITORY/25355http://dx.doi.org/10.1021/np100696f
ISSN
0163-3864
Appears in Collections:
공과대학 > 화학공학부 > Articles
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