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Tricalysiolide G and tricalysiols A and B: rearranged ent-kaurane-type and ent-kaurane-type diterpenoids from the leaves of Tricalysia dubia (Lindl.) Ohwi
Authors:Dong-Hui He   Katsuyoshi Matsunami   Hideaki Otsuka   Takakazu Shinzato   Mitsunori Aramoto   Masahiko Bando  Yoshio Takeda
Affiliation:(1) Department of Pharmacognosy, Graduate School of Biomedical Sciences, Hiroshima University, 1-2-3 Kasumi, Minami-ku, Hiroshima 734-8553, Japan;(2) Subtropical Field Science Center, Faculty of Agriculture, University of the Ryukyus, 1 Senbaru, Nishihara-cho, Nakagami-gun, Okinawa 903-0213, Japan;(3) Iriomote Station, Tropical Biosphere Research Center, University of the Ryukyus, 870 Aza Uehara, Taketomi-cho, Yaeyama-gun, Okinawa 907-1541, Japan;(4) Medicinal Chemistry Research Institute, Otsuka Pharmaceutical Co. Ltd, 463-10 Kagasuno, Kawauchi-cho, Tokushima 771-0192, Japan;(5) Faculty of Integrated Arts and Sciences, The University of Tokushima, 1-1 Minamijosanjima-cho, Tokushima 770-8502, Japan
Abstract:Three rearranged ent-kaurane diterpenes with the cafestol-type framework have been isolated from the leaves of Tricalysia dubia. Two were found to be known diterpenoids, tricalysiolides B and C. Tricalysiolide B was isolated as colorless prisms in this experiment and its three-dimensional structure was determined by X-ray crystallography. The remaining diterpenoid was a new compound and was named tricalysiolide G. Two new ent-kaurane-type diterpenoids, given the trivial names tricalysiol A and tricalysiol B, were also isolated. The structures of the new compounds were elucidated from spectroscopic evidence.
Keywords:Tricalysia dubia   Rubiaceae  Rearranged ent-Kaurane   ent-Kaurane
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