Triterpene saponins from Clethra barbinervis and their hyaluronidase inhibitory activities

Chemical and Pharmaceutical Bulletin

Volumn 61, Issue 2, 2013, Pages 134-143

  Murata, Toshihiro ^a   Suzuki, Atsushi ^a   Mafune, Nagisa ^a   Sato, Eriko ^a   Miyase, Toshio ^b   Yoshizaki, Fumihiko ^a  

^a TOHOKU PHARMACEUTICAL UNIVERSITY   (Japan)

^b UNIVERSITY OF SHIZUOKA   (Japan)

Author keywords

Clethra barbinervis; Hyaluronidase inhibitor; Triterpene saponin

Indexed keywords

2 PHENYLETHYL BETA GLUCOPYRANOSIDE; 2 PHENYLETHYL O ALPHA L ARABINOFURANOSYL (1-6) BETA D GLUCOPYRANOSIDE; 2 PHENYLETHYL O BETA L RHAMNOPYRANOSYL (1-6) BETA D GLUCOPYRANOSIDE; 3 BETA D GLUCURONOPYRANOSIDE; 8 O 4' NEOLIGNAN 7 O BETA GLUCOPYRANOSIDE; BARBINERVIC ACID; CHEFFLERASIDE II; CLETHRIC ACID; EPICATECHIN; HEMSGANOSIDE B; HYALURONIDASE; METHYL SALICYLATE BETA PRIMEVEROSIDE; PAVETANNIN A; PLANT EXTRACT; ROTUNDIC ACID; ROURINOSIDE; RYOBUNOSIDE; RYOBUSAPONIN A; RYOBUSAPONIN B; RYOBUSAPONIN C; RYOBUSAPONIN D; RYOBUSAPONIN E; RYOBUSAPONIN F; RYOBUSAPONIN G; SAPONIN DERIVATIVE; TRITERPENE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CLETHRA BARBINERVIS; CLETHRACEAE; DRUG ISOLATION; DRUG STRUCTURE; ENZYME ACTIVITY; ENZYME INHIBITION;

CLETHRACEAE; HYALURONOGLUCOSAMINIDASE; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR CONFORMATION; PROTEIN BINDING; SAPONINS; TRITERPENES;

EID: 84873578109     PISSN: 00092363     EISSN: 13475223     Source Type: Journal    
DOI: 10.1248/cpb.c12-00566     Document Type: Article

References (28)

1. Murata T., Miyase T., Yoshizaki F., Chem. Pharm. Bull., 60, 121-128 (2012).
2. Makino T., Honda M., Ono M., Ohba H., Murata J., Nishida M., "Revised Makino's Illustrated Flora in Color," Hokuryukan Co., Ltd., Tokyo, 1996, p. 265.
3. Takani M., Kubota K., Nozawa M., Ushiki T., Takahashi K., Chem. Pharm. Bull., 25, 981-985 (1977).
4. Lee K. T., Choi J., Jung W. T., Nam J. H., Jung H. J., Park H. J., J. Agric. Food Chem., 50, 4190-4193 (2002).
5. Mshvildadze V., Elias R., Faure R., Debrauwer L., Dekanosidze G., Kemertelidze E., Balansard G., Chem. Pharm. Bull., 49, 752-754 (2001).
6. Chen Y., Chiu M. H., Gu K., Li Z. R., Chin. Chem. Lett., 14, 475-478 (2003).
7. Nakatani M., Hatanaka S., Komura H., Kubota T., Hase T., Bull. Chem. Soc. Jpn., 62, 469-473 (1989).
8. Su B. N., Kang Y. H., Pinos R. E., Santarsiero B. D., Mesecar A. D., Soejarto D. D., Fong H. H. S., Pezzuto J. M., Kinghorn A. D., Phytochemistry, 64, 293-302 (2003).
9. Takahashi K., Takani M., Chem. Pharm. Bull., 26, 2689-2693 (1978).
10. Numata A., Yang P., Takahashi C., Fujiki R., Nabae M., Fujita E., Chem. Pharm. Bull., 37, 648-651 (1989).
11. Matsuda N., Kikuchi M., Chem. Pharm. Bull., 44, 1676-1679 (1996).
12. He Z. D., Ma C. Y., Tan G. T., Sydara K., Tamez P., Southavong B., Bouamanivong S., Soejarto D. D., Pezzuto J. M., Fong H. H. S., Zhang H. J., Phytochemistry, 67, 1378-1384 (2006).
13. Foo L. Y., Karchesy J. J., Phytochemistry, 28, 1743-1747 (1989).
14. Baldé A. M., Pieters L. A., Gergely A., Kolodziej H., Claeys M., Vlietinck A. J., Phytochemistry, 30, 337-342 (1991).
15. Yoneda Y., Krainz K., Liebner F., Potthast A., Rosenau T., Karakawa M., Nakatsubo F., Eur. J. Org. Chem., 2008, 475-484 (2008).
16. Watanabe S., Hashimoto I., Hayashi K., Yagi K., Asai T., Knapp H., Straubinger M., Winterhalter P., Watanabe N., Biosci. Biotechnol. Biochem., 65, 442-445 (2001).
17. Kawahara E., Nishiuchi M., Fujii M., Kato K., Ida Y., Akita H., Heterocycles, 65, 1461-1470 (2005).
18. Moon J. H., Watanabe N., Ijima Y., Yagi A., Sakata K., Biosci. Biotechnol. Biochem., 60, 1815-1819 (1996).
19. Zhang Z., Koike K., Jia Z., Nikaido T., Guo D., Zheng J., Chem. Pharm. Bull., 47, 388-393 (1999).
20. Eskander J., Lavaud C., Abdel-Khalik S. M., Soliman H. S. M., Mahmoud I. I., Long C., J. Nat. Prod., 68, 832-841 (2005).
21. Yang H., Cho Y. W., Kim S. H., Kim Y. C., Sung S. H., Phytochemistry, 71, 1892-1899 (2010).
22. Kawamura F., Ohashi H., Kawai S., Teratani F., Kai Y., Mokuzai Gakkaishi, 42, 301-307 (1996).
23. Mattinen J., Sjöholm R., Ekman R., ACH-Models Chem., 135, 583-590 (1998).
24. Eklund P., Sillanpää R., Sjöholm R., J. Chem. Soc., Perkin Trans. 1, 16, 1906-1910 (2002).
25. Kakegawa H., Matsumoto H., Endo K., Satoh T., Nonaka G., Nishioka I., Chem. Pharm. Bull., 33, 5079-5082 (1985).
26. Myose M., Warashina T., Miyase T., Chem. Pharm. Bull., 60, 612-623 (2012).
27. Murata T., Miyase T., Yoshizaki F., Chem. Pharm. Bull., 58, 696-702 (2010).
28. Tanaka T., Nakashima T., Ueda T., Tomii K., Kouno I., Chem. Pharm. Bull., 55, 899-901 (2007).