Antimutagenic activity of ent-kaurane diterpenoids from the aerial parts of Isodon japonicus

被引:16
作者
Matsumoto, Takahiro [1 ]
Nakamura, Seikou [1 ]
Kojima, Naoto [1 ]
Hasei, Tomohiro [1 ]
Yamashita, Masayuki [1 ]
Watanabe, Tetsushi [1 ]
Matsuda, Hisashi [1 ]
机构
[1] Kyoto Pharmaceut Univ, Yamashina Ku, Misasagi Shichono Cho 1, Kyoto 6078412, Japan
关键词
Isodon japonicus; ent-Kaurane diterpene; Isodonterpene; Antimutagenic activity; FLOWER BUDS; ABSOLUTE-CONFIGURATION; TERPENOIDS; RUBESCENS;
D O I
10.1016/j.tetlet.2017.07.106
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
From the methanolic extract of the aerial parts of Isodon japonicus, two new ent-kaurane diterpenes, isodonterpenes I and II, were isolated together with 10 known diterpenes. Their chemical structures were elucidated on the basis of chemical and physicochemical evidence. The absolute configuration of isodonterpene I was elucidated by Cu-K alpha X-ray crystallographic analysis. Antimutagenic activities of the major diterpenes were evaluated by the Ames test. This study represents the first evaluation of the antimutagenic activities of ent-kaurane diterpenes. (C) 2017 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3574 / 3578
页数:5
相关论文
共 19 条
[11]   Structure of diarylheptanoids with antiallergic activity from the rhizomes of Curcuma comosa [J].
Matsumoto, Takahiro ;
Nakamura, Seikou ;
Fujimoto, Katsuyoshi ;
Ohta, Tomoe ;
Ogawa, Keiko ;
Yoshikawa, Masayuki ;
Onishi, Eri ;
Fukaya, Masashi ;
Matsuda, Hisashi .
JOURNAL OF NATURAL MEDICINES, 2015, 69 (01) :142-147
[12]   A Rare Glutamine Derivative from the Flower Buds of Daylily [J].
Matsumoto, Takahiro ;
Nakamura, Seikou ;
Ohta, Tomoe ;
Fujimoto, Katsuyoshi ;
Yoshikawa, Masayuki ;
Ogawa, Keiko ;
Matsuda, Hisashi .
ORGANIC LETTERS, 2014, 16 (11) :3076-3078
[13]   Lignan Dicarboxylates and Terpenoids from the Flower Buds of Cananga odorata and Their Inhibitory Effects on Melanogenesis [J].
Matsumoto, Takahiro ;
Nakamura, Seikou ;
Nakashima, Souichi ;
Fujimoto, Katsuyoshi ;
Yoshikawa, Masayuki ;
Ohta, Tomoe ;
Ogawa, Keiko ;
Matsuda, Hisashi .
JOURNAL OF NATURAL PRODUCTS, 2014, 77 (04) :990-999
[14]   Chemical structures of constituents from the whole plant of Bacopa monniera [J].
Ohta, Tomoe ;
Nakamura, Seikou ;
Nakashima, Souichi ;
Oda, Yoshimi ;
Matsumoto, Takahiro ;
Fukaya, Masashi ;
Yano, Mamiko ;
Yoshikawa, Masayuki ;
Matsuda, Hisashi .
JOURNAL OF NATURAL MEDICINES, 2016, 70 (03) :404-411
[15]   Acylated oleanane-type triterpene oligoglycosides from the flower buds of Camellia sinensis var. assamica [J].
Ohta, Tomoe ;
Nakamura, Seikou ;
Nakashima, Souichi ;
Matsumoto, Takahiro ;
Ogawa, Keiko ;
Fujimoto, Katsuyoshi ;
Fukaya, Masashi ;
Yoshikawa, Masayuki ;
Matsuda, Hisashi .
TETRAHEDRON, 2015, 71 (05) :846-851
[16]  
TAKEDA Y, 1990, CHEM PHARM BULL, V38, P1877, DOI 10.1248/cpb.38.1877
[17]   RABDOTERNINS D-G, ENT-7-BETA,20-EPOXYKAURENES FROM RABDOSIA-TERNIFOLI [J].
TAKEDA, Y ;
TAKEDA, KI ;
FUJITA, T ;
SUN, HD ;
MINAMI, Y .
PHYTOCHEMISTRY, 1994, 35 (06) :1513-1516
[18]   Facile discrimination of aldose enantiomers by reversed-phase HPLC [J].
Tanaka, Takashi ;
Nakashima, Tatsuya ;
Ueda, Toshihisa ;
Tomii, Kenji ;
Kouno, Isao .
CHEMICAL & PHARMACEUTICAL BULLETIN, 2007, 55 (06) :899-901
[19]   Immunosuppressive ent-kaurene diterpenoids from Isodon serra [J].
Zhao, AH ;
Zhang, Y ;
Xu, ZH ;
Liu, JW ;
Jia, W .
HELVETICA CHIMICA ACTA, 2004, 87 (12) :3160-3166