Megastigmane glucosides and an unusual monoterpene from the leaves of Cananga odorata var. odorata, and absolute structures of megastigmane glucosides isolated from C. odorata var. odorata and Breynia officinalis

Journal of Natural Medicines

Volumn 64, Issue 4, 2010, Pages 460-467

  Matsunami, Katsuyoshi ^a   Nagashima, Jiro ^a   Sugimoto, Sachiko ^a   Otsuka, Hideaki ^a   Takeda, Yoshio ^b   Lhieochaiphant, Duangporn ^c   Lhieochaiphant, Sorasak ^c  

^a HIROSHIMA UNIVERSITY   (Japan)

^b YASUDA WOMEN'S UNIVERSITY   (Japan)

^c CHIANG MAI UNIVERSITY   (Thailand)

Author keywords

Annonaceae; Breynia officinalis; Cananga odorata var. odorata; Canangaionoside; Euphorbiaceae; Fragrant cananga; Megastigmane glucoside

Indexed keywords

10 O PIVALATE; 10 O PIVALOYL BREYNIAIONOL A; 10 O PIVALOYL BREYNIAIONOL B; 10 O PIVALOYL CANANGAIONOL; AGLYCONE; BREYNIA OFFICINALIS EXTRACT; BREYNIAIONOL A; BREYNIAIONOSIDE B; BREYNIAIONOSIDE C; CANANGA ODORATA EXTRACT; CANANGAIONOSIDE; MEGASTIGMA 4,7 DIENE 6,9,10 TRIOL 3 ONE 9 O BETA DEXTRO GLUCOPYRANOSIDE; MEGASTIGMAN 7 ENE 3,6,9,10 TETROL 10 O BETA DEXTRO GLUCOPYRANOSIDE; MEGASTIGMAN 7 ENE 3,6,9,10 TETROL 9 O BETA DEXTRO GLUCOPYRANOSIDE; MEGASTIGMAN 7 ENE 6,9,10 TRIOL 3 ONE 9 O BETA DEXTRO GLUCOPYRANOSIDE; MEGASTIGMANE GLUCOSIDE; MEGSTIGMAN 7 ENE 6,9,10 TRIOL 3 ONE; TERPENE; UNCLASSIFIED DRUG;

ARTICLE; BREYNIA OFFICINALIS; CANANGA; CANANGA ODORATA; CARBOHYDRATE ANALYSIS; CARBON NUCLEAR MAGNETIC RESONANCE; DRUG ISOLATION; DRUG STRUCTURE; ELECTROSPRAY MASS SPECTROMETRY; HYDROLYSIS; MEDICINAL PLANT; PHYTOCHEMISTRY; PLANT LEAF; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY;

CANANGA; CYCLOHEXANONES; EUPHORBIACEAE; GLUCOSIDES; MONOTERPENES; NORISOPRENOIDS; PLANT EXTRACTS; PLANT LEAVES;

EID: 77956703283     PISSN: 13403443     EISSN: 18610293     Source Type: Journal    
DOI: 10.1007/s11418-010-0434-5     Document Type: Article

References (8)

1. Porcher MH (2004) 1995-2020, Sorting Cananga names. Multilingual multiscript plant name database-a work in progress. Institute for Land and Food Resources, The University of Melbourne. http://gmr.landfood.unimelb.edu.au/ Plantnames/Sorting/Cananga.html
2. H Morikawa R Kasai H Otsuka H Hirata T Shinzato M Aramoto Y Takeda 2004 Terpenic and phenolic glycosides from leaves of Breynia officinalis Hemsl Chem Pharm Bull 52 1086 1090
3. K Umehara I Hattori T Miyase A Ueno S Hara C Kageyama 1988 Studies on the constituents of leaves of Citrus unshiu Marcov Chem Pharm Bull 36 5004 5008
4. I Ohtani T Kusumi Y Kashman H Kakisawa 1991 High-field FT NMR application of Mosher's method. The absolute configurations of marine terpenoids J Am Chem Soc 113 4092 4096
5. H Kai M Baba T Okuyama 2007 Two new megastigmanes from the leaves of Cucumis sativus Chem Pharm Bull 55 133 136
6. E Caloprisco J-D Fourneron R Faure F-E Demarne 2002 Unusual lactones from Cananga odorata (Annonaceae) J Agric Food Chem 50 78 80
7. Kasai R, Suzuno M, Asakawa J, Tanaka O (1977) Carbon-13 chemical shifts of isoprenoid-β-d-glucopyranosides and -β-d-mannopyranosides, stereochemical influence of aglycone alcohol. Tetrahedron Lett 18:175-178
8. T Kusumi T Ooi Y Ohkubo T Yabuuchi 2006 The modified Mosher's method and the sulfoximine method Bull Chem Soc Jpn 79 965 980