Bioscience, Biotechnology, and Biochemistry
Online ISSN : 1347-6947
Print ISSN : 0916-8451
Organic Chemistry Regular Papers
New Potato Micro-Tuber-Inducing Cyclohexene Compounds Related to Theobroxide from Lasiodiplodia theobromae
Ryo TAKEIKosaku TAKAHASHIHideyuki MATSUURAKensuke NABETA
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2008 年 72 巻 8 号 p. 2069-2073

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Two new cyclohexene compounds related to theobroxide (3) were isolated from the mycelia of Lasiodiplodia theobromae OCS71. The structures of these compounds were determined to be (4S,5S)-4,5-dihydroxy-2-methyl-cyclohex-2-enone (1) and (3aS,4R,5S,7aR)-4,5-dihydroxy-7-methyl-3a,4,5,7a-tetrahydrobenzo[1,3]dioxol-2-one (2) by means of spectroscopic analyses and chemical correlation to 3. Compound 2 was shown to take up the carbonate ion to form a carbonic acid ester non-enzymatically. The compounds also showed potato micro-tuber-inducing activities at a concentration of 10−3 M, using a culture of single-node segments of potato stems in vitro.

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© 2008 by Japan Society for Bioscience, Biotechnology, and Agrochemistry
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