Browse > Article

Phytochemical Constituents of Schizonepeta tenuifolia Briquet  

Lee, Il-Kyun (Natural Products Laboratory, College of Pharmacy, Sungkyunkwan University)
Kim, Min-Ah (Natural Products Laboratory, College of Pharmacy, Sungkyunkwan University)
Lee, Seung-Young (Natural Products Laboratory, College of Pharmacy, Sungkyunkwan University)
Hong, Jong-Ki (Phrmaceutical Analysis Laboratory, College of Pharmacy, Kyunghee University)
Lee, Jei-Hyun (College of Oriental Medicine, Dongguk University)
Lee, Kang-Ro (Natural Products Laboratory, College of Pharmacy, Sungkyunkwan University)
Publication Information
Natural Product Sciences / v.14, no.2, 2008 , pp. 100-106 More about this Journal
Abstract
Column chromatographic separation of the MeOH extract from the aerial parts of Schizonepeta tenuifolia Briquet led to the isolation of twelve terpenes (1 - 11 and 17), four phenolics (13 - 16) and a hexenyl glucoside (12). Their structures were determined by spectroscopic means to be (-)-pulegone (1), piperitenone (2), p-cymene-3,8-diol (3), schizonepetoside A (4), schizonepetoside C (5), (+)-spatulenol (6), ursolic acid (7), $2{\alpha}$,$3{\alpha}$,$24{\alpha}$,-trihydroxyolean-12en-28oic acid (8), $5{\alpha}$,$8{\alpha}$-epidioxyergosta-6,22-diol-$3{\beta}$-ol (9), stigmast-4-en-3-one (10), ${\beta}-sitosterol$ (11), (Z)-3-hexenyl-1-O-${\beta}$-D-glucopyranoside (12), rosmarinic acid (13), apigenin-7-O-${\beta}$-D-glucopyranoside (14), luteolin-7-O-${\beta}$-D-glucuronopyranoside (15), hesperidin (16) and trans-phytol (17). Compounds 2, 3, 8, 9 and 12 were for the first time isolated from S. tenuifolia Briq.
Keywords
Schzonepeta tenuifolia Briquet; Terpenoids; Phenolics;
Citations & Related Records
Times Cited By KSCI : 5  (Citation Analysis)
Times Cited By SCOPUS : 7
연도 인용수 순위
1 Ahmet, C.G., Gulacti, T., Gokhan, B., Mine, B., Zeynep, A., and John, M. P., The chemical constituents and biological activity of essential oil of Lavandula stoechas ssp. stoechas. Z. Naturforsch 57c, 797-800 (2002)
2 Han, D.I., Hwang, B.Y., Hwang, S.Y., Park, J.H., Son, K.H., Lee, S.H., Chang, S.Y., Kang, S.J., Ro, J.S., and Lee, H.S., Isolation and quantitative analysis of hesperidin from Aurantii Fructus. Kor. J. Pharmacogn. 32, 93-97 (2001)
3 James, J.S. and John, A.P., Isolation of free cis and trans-phytol from the red alga Gracilaria Andersoniana. Phytochemistry 15, 1076-1077 (1976)   DOI   ScienceOn
4 Kim, C.J., Lim, J.S., and Cho, S.K., Anti-diabetic agents from medicinal plants. Inhibitory activity of Schizonepeta tenuifolia spikes on the diabetogenesis by streptozotocin in mice. Arch. Pharm. Res. 19, 441-446 (1996)   DOI
5 Kim, D.Y., Choi, J.W., Park, J.C., and Lee, C.K., Anticonvulsant effect of Uncariae ramulus et uncus. III. Effect of ursolic acid and hyperin on neurotransmitters related components in brain tissue in vitro. Kor. J. Pahrmacogn. 29, 187-192 (1998)   과학기술학회마을
6 Nkhumeleni, J.M., Natasha, P., and Teunis, V.R., Composition and antimicrobial activities of volatile components of Lippia javanica. Phytochemistry 65, 2333-2336 (2004)   DOI   ScienceOn
7 Tohda, C., Kakihara, Y., Komatsu, K., and Kuraishi, Y., Inhibitory effects of methanol extracts of herbal medicines on substances P-induced itch-scratch response. Biol. Pharm. Bull. 23, 599-601 (2000)   DOI   PUBMED   ScienceOn
8 Yamahara, J., Matsuda, H.H., Watanabe, H., Sawada, T., and Fujimura H., Biologically active principles of crude drugs. Analgesic and antiinflammatoryy effects of 'Keigai (Schizonepeta tenuifolia Briq)'. Yakugaku Zasshi 100, 713-717 (1980)   DOI   PUBMED
9 Chang, I.M., Yun (Choi), H.S., and Yamasaki, K., Revision of $13^C-NMR$ Assignments of $\beta$-sitosterol and $\beta$-sitosterol-3-O-$\beta$-D-glucopyranoside isolated from Plantago asiatica seed. Kor. J. Pharmacog. 12, 12-24 (1981)   과학기술학회마을
10 Hisanshi, K., Hideo, T., and Shigeki, S., Pentacyclic triterpenoids from Prunella vulgaris. Phytochemisry 26, 1107-1111 (1987)   DOI   ScienceOn
11 Manenzhe, N.J., Potgieter, N., and Ree, T.V., Composition and antimicrobial activities of volatile components of Lippia javanica. Phytochemistry 65, 2333-2336 (2004)   DOI   ScienceOn
12 Kolak, U., Topcu, G., Birteksoz, S., Otuk, G., and Ulubelen, A., Terpenoids and steroids from the roots of Salvia blepharochlaena. Turk J. Chem. 29, 177-186 (2005)
13 Park, I.K., Kim, L.S., Choi, I.H., Lee, Y.S., and Shin, S.C., Fumigant activity of plant essential oils and components from Schizonepeta tenuifolia against Lycoriella ingenua. J. Economic Entomology 99, 1717-1721 (2006)   DOI   ScienceOn
14 Ulubelen, A., Topcu, G., Eris, C., Sonmez, U., Karal, M., Kurucu, S., and Johansson, C. B., Terpenoids from Salvia sclarea. Phytochemistry 36, 971-974 (1994)   DOI   ScienceOn
15 Kim, J.H., Cho, Y.H., Park, S.M., Lee, K.E., Lee, J.J., Lee, B.C., Pyo, H. B., Song, K.S., Park, H.D., and Yun Y.P., Antioxidants and inhibitor of matrix metalloproteinase-1 expression from leaves of Zostera marina L. Arch. Pharm. Res. 27, 177-183 (2004)   DOI   ScienceOn
16 Xu, M.L., Choi, J.Y., Jeong, B.S., Li, G., Lee, K.R., Lee, C.S., Woo M. H., Lee E.S., Jahng Y., Chang H.W., Lee S.H., and Son J.K., Cytotoxic consitituents isolated from the fruit bodies of Hypsizigus marmoreus. Arch. Pharm. Res. 30, 28-33 (2007)   과학기술학회마을   DOI   ScienceOn
17 Lee, K.H., Choi, S.U., and Lee, K.R., Sesquiterpenes from Syneilesis palmat and their cytotoxicity against human cancer cell lines in vitro. Arch. Pharm. Res. 28, 280-284 (2005)   과학기술학회마을   DOI   ScienceOn
18 Kobayashi, K., Nakamura D., Miyamoto, K., Morikawa, O., and Konishi, H., A simple synthesis of 4H-1,3-Benzodioxin-2-one derivatives by Iodocyclization of t-Butyl o-Vinyl-phenyl carbonate derivatives. Bull. Chem. Soc. Jpn. 79, 489-491 (2006)   DOI   ScienceOn
19 Kubo, M., Sasaki, H., Endo, T., Taguchi, H., and Yosioka, I., The constituents of Schizonepeta tenuifolia Briq. II. Structure of a new monoterpene glucoside, Schizonepetoside C. Chem. Pharm. Bull. 34, 3097-3101 (1986)   DOI
20 Hu, J., Shi, R., Zhang, Y., Liu, B., and Dong, Y., Study on chemical compositions in flower spikes of Schizonepeta tenuifolia Briq. Beijing Zhongyiyao Daxue Xuebao. 29, 38-40 (2006)
21 Madyastha, K.M. and Thulasiram, H.V., Transformation of a monoterpene ketone, (R)-(+)-pulegone, a potent hepatotoxin, in Mucor piriformis. J. Agric. Food Chem. 47, 1203-1207 (1999)   DOI   ScienceOn
22 Masayoshi, K., Hiroshi, S., Tohru, E., Heihachiro, T., and Itiro, T., The constituents of Schizonepeta tenuifolia Briq. II. Structure of a new monoterpene flucoside, schizonepetoside C. Chem. Pharm. Bull. 34, 3097-3101 (1986)   DOI
23 Shao, Y., Zhou, B.N., Lin, L.Z., and Cordell, G.A., Triterpene saponins from Aster yunnanensis. Phytochemistry 38, 1487-1492 (1995)   DOI   ScienceOn
24 Glass, R.W. and Simpson, K.L., The isolation of $\gamma$-carotene and a polycis-$\gamma$-carotene from the Tangerine tomato. Phytochemistry 15, 1077-1078 (1978)
25 Claire, E.L., Schwaiger S., Banaigs, B., Stuppner, H., and Gafner, F., Distribution of a new rosmarinic acid derivative in Eryngium alpinum L. and other apiaceae. J. Agric. Food Chem. 53, 4367-4372 (2005)   DOI   ScienceOn
26 Panadda, Y. and Larry, W.R., Enzymic halogenations of flavonones and flavones. Phytochemistry 57, 341-347 (2001)   DOI   ScienceOn
27 Benninger, C.W. and Hall, J.C., Allelopathic activity of luteolin 7-O-$\beta$-glucopyranoside isolated from Chrysathemum morifolium L. Biochem. System. & Ecol. 33, 103-111 (2005)   DOI   ScienceOn