NDLI: Studies on Fish-killing Components ofCallicarpa candicans

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Studies on Fish-killing Components ofCallicarpa candicans

Content Provider	Scilit
Author	Kawazu, Kazuyoshi Inaba, Makoto Mitsui, Tetsuo
Copyright Year	1967
Description	Journal: Bioscience, Biotechnology, and Biochemistry A fish-killing component, which was named callicarpone, $C_{20}H_{28}O_{4}$, m.p. 111°C, $[α]D23\circ -180° (chloroform) was isolated from the leaf of Callicarpa candicans and was found to have conjugated carbonyl groups, double bond and one hydroxyl group. The toxicity to fish was evaluated to be as strong as rotenone and ten times stronger than sodium pentachlorophenoxide. It was deduced from the spectral data of callicarpone (I), the tetraol (IV), the chlorohydrin (VII) and the anhydro-diacetyl derivative (II) that I was a tricarbocyclic diterpene having an ene-l,4-dione and an α-hydroxy-isopropyl attached to an oxide ring. The structure of the rearranged product obtained by treatment with sodium carbonate was established to be IX by converting it to 11-methoxy-ferruginol methyl ether. As this rearrangement was assumed to be initiated by proton abstraction by base, the structure I was required for callicarpone to explain the formation of IX.$
Related Links	https://www.tandfonline.com/doi/pdf/10.1080/00021369.1967.10858825?needAccess=true
Ending Page	506
Page Count	13
Starting Page	494
ISSN	09168451
e-ISSN	13476947
DOI	10.1080/00021369.1967.10858825
Journal	Bioscience, Biotechnology, and Biochemistry
Issue Number	4
Volume Number	31
Language	English
Publisher	Informa UK Limited
Publisher Date	1967-04-01
Access Restriction	Open
Subject Keyword	Journal: Bioscience, Biotechnology, and Biochemistry Paper and Wood Callicarpone
Content Type	Text
Subject	Organic Chemistry Medicine Analytical Chemistry Molecular Biology Biochemistry Applied Microbiology and Biotechnology Biotechnology

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