Three new physalins from Physalis alkekengi var. franchetii

doi:10.1007/s13659-013-0021-z

Natural Products and Bioprospecting ›› 2013, Vol. 3 ›› Issue (3): 103-106.DOI: 10.1007/s13659-013-0021-z

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Three new physalins from Physalis alkekengi var. franchetii

Wan-Xuan XU^a,b, Jian-Chao CHEN^a, Jie-Qing LIU^a, Lin ZHOU^a, Yi-Fen WANG^a, Ming-Hua QIU^a,b

a State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China;
b University of Chinese Academy of Sciences, Beijing 100049, China

Received:2013-03-10 Revised:2013-05-03 Online:2018-02-11 Published:2013-06-24
Supported by:
This project was financially supported by the National Major Basic Research Program (No. SB2007FY400) of the National Ministry of Science and Technology of China, the National Knowledge Innovation Program of Chinese Academy of Sciences (No. KSCX2-YW-G-038), and the Foundation of State Key Laboratory of Phytochemistry and Plant Resources in West China (P2010-ZZ14).

Three new physalins from Physalis alkekengi var. franchetii

Wan-Xuan XU^a,b, Jian-Chao CHEN^a, Jie-Qing LIU^a, Lin ZHOU^a, Yi-Fen WANG^a, Ming-Hua QIU^a,b

a State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China;
b University of Chinese Academy of Sciences, Beijing 100049, China

通讯作者: Ming-Hua QIU,E-mail:mhchiu@mail.kib.ac.cn
基金资助:
This project was financially supported by the National Major Basic Research Program (No. SB2007FY400) of the National Ministry of Science and Technology of China, the National Knowledge Innovation Program of Chinese Academy of Sciences (No. KSCX2-YW-G-038), and the Foundation of State Key Laboratory of Phytochemistry and Plant Resources in West China (P2010-ZZ14).

Abstract

Abstract: Three new physalin steroids, physalin III (1), physalin IV (2), 3-O-methylphysalin X (3), together with five known physalins (4-8) were isolated from the 80% EtOH extract of calyces of Physalis alkekengi var. franchetii. The structures of the new compounds were revealed through 1D and 2D NMR and mass spectroscopic studies.

Key words: Physalis alkekengi var. franchetii, steroid, physalin, neophysalin

摘要： Three new physalin steroids, physalin III (1), physalin IV (2), 3-O-methylphysalin X (3), together with five known physalins (4-8) were isolated from the 80% EtOH extract of calyces of Physalis alkekengi var. franchetii. The structures of the new compounds were revealed through 1D and 2D NMR and mass spectroscopic studies.

关键词: Physalis alkekengi var. franchetii, steroid, physalin, neophysalin

Wan-Xuan XU, Jian-Chao CHEN, Jie-Qing LIU, Lin ZHOU, Yi-Fen WANG, Ming-Hua QIU. Three new physalins from Physalis alkekengi var. franchetii[J]. Natural Products and Bioprospecting, 2013, 3(3): 103-106.

Wan-Xuan XU, Jian-Chao CHEN, Jie-Qing LIU, Lin ZHOU, Yi-Fen WANG, Ming-Hua QIU. Three new physalins from Physalis alkekengi var. franchetii[J]. 应用天然产物, 2013, 3(3): 103-106.

References

[1] Kuang, K. R. Flora Republicae Popularis Sinicae (Zhongguo Zhiwu Zhi) 1978, 67, 10.
[2] Committee, N. P. Pharmacopeia of People's Republic of China (the 2010 edition) 2010, 1, 337-338.
[3] Wu, H. Y.; Suo, Q. L.; Li, J. Neimenggu Shiyou Huagong 2007, 4, 5-8.
[4] Zhang, N.; Bie, Z. M.; Qing, W. J.; Zhang, Y.; Ge, H. J.; Shu, C.; Shi, H. G.; Ma, H. B. Journal of Jilin Medical College 2008, 29, 104-107.
[5] Kawai, M.; Matsuura, T.; Taga, T.; Osaki, K. J. Chem. Soc. B 1970, 812-815.
[6] Kawai, M.; Makino, B.; Taga, T.; Miwa, Y.; Yamamoto, T.; Furuta, T.; Yamamura, H.; Butsugan, Y.; Ogawa, K.; Hayashi, M. Bull. Chem. Soc. Jpn. 1994, 67, 222-226.
[7] Taga, T.; Miwa, Y.; Machida, K.; Kawai, M.; Buisugan, Y. Acta Crystallogr. C 1991, 47, 2188-2191.
[8] Kawai, M.; Ogura, T.; Butsugan, Y.; Taga, T.; Hayashi, M. Tetrahedron 1991, 47, 2103-2110.
[9] Han, H.; Qiu, L.; Wang, X.; Qiu, F.; Wong, Y.; Yao, X. Biol. Pharm. Bull. 2011, 34, 1584-1588.
[10] Silva, M. T. G.; Simas, S. M.; Batista, T. G. F. M.; Cardarelli, P.; Tomassini, T. C. B. Mem. Inst. Oswaldo Cruz 2005, 100,779-782.
[11] Sa, M. S.; de Menezes, M. N.; Krettli, A. U.; Ribeiro, I. M.; Tomassini, T. C. B.; Ribeiro, D. S. R.; de Azevedo, W. F.; Soares, M. B. P. J. Nat. Prod. 2011, 74, 2269-2272.
[12] Yu, Y.; Sun, L.; Ma, L.; Li, J.; Hu, L.; Liu, J. Int. Immunopharmacol. 2010, 10, 290-297.
[13] Pinto, N. B.; Morais, T. C.; Carvalho, K. M. B.; Silva, C. R.; Andrade, G. M.; Brito, G. A. C.; Veras, M. L.; Pessoa, O. D. L.; Rao, V. S.; Santos, F. A. Phytomedicine 2010, 17, 740-743.
[14] Budhiraja, R. D.; Sudhir, S.; Garg, K. N. Planta Med. 1984, 50, 134-136.
[15] Lin, Y. S.; Chiang, H. C.; Kan, W. S.; Hone, E.; Shih, S. J.; Won, M. H. Am. J. Chin. Med. 1992, 20, 233-243.
[16] Habtemariam, S. Planta Med. 1997, 63, 15-17.
[17] Abe, F.; Nagafuji, S.; Okawa, M.; Kinjo, J. Chem. Pharm. Bull. 2006, 54, 1226-1228.
[18] Vieira, N. C.; Espindola, L. S.; Santana, J. M.; Veras, M. L.; Pessoa, O. D. L.; Pinheiro, S. M.; Mendonca, d. A. R.; Lima, M. A. S.; Silveira, E. R. Bioorg. Med. Chem. 2008, 16, 1676-1682.
[19] Row, L. R.; Sarma, N. S.; Reddy, K. S.; Matsuura, T.; Nakashima, R. Phytochemistry 1978, 17, 1647-1650.
[20] Kawai, M.; Matsuura, T.; Taga, T.; Osaki, K. J. Chem. Soc. B 1970, 812-815.
[21] Kawai, M.; Makino, B.; Taga, T.; Miwa, Y.; Yamamoto, T.; Furuta, T.; Yamamura, H.; Butsugan, Y.; Ogawa, K.; Hayashi, M. Bull. Chem. Soc. Jpn. 1994, 67, 222-226.
[22] Qiu, L.; Zhao, F.; Jiang, Z. H.; Chen, L. X.; Zhao, Q.; Liu, H. X.; Yao, X. S.; Qiu, F. J. Nat. Prod. 2008, 71, 642-646.
[23] Chen, R.; Liang, J. Y.; Liu, R. Helv. Chim. Acta. 2007, 90, 963-966.
[24] Kawai, M.; Matsuura, T. Tetrahedron 1970, 26, 1743-1745.
[25] Row, L. R.; Reddy, K. S.; Sarma, N. S.; Matsuura, T.; Nakashima, R. Phytochemistry 1980, 19, 1175-1181.
[26] Kawai, M.; Matsumoto, A.; Makino, B.; Mori, H.; Ogura, T.; Butsugan, Y.; Ogawa, K.; Hayashi, M. Bull. Chem. Soc. Jpn. 1993, 66, 1299-1300.
[27] Sunayama, R.; Kuroyanagi, M.; Umehara, K.; Ueno, A. Phytochemistry 1993, 34, 529-533.

Three new physalins from Physalis alkekengi var. franchetii

Three new physalins from Physalis alkekengi var. franchetii

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