Chemical constituents from the the twigs and leaves of Caesalpinia enneaphylla

doi:10.5246/jcps.2018.12.088

Journal of Chinese Pharmaceutical Sciences ›› 2018, Vol. 27 ›› Issue (12): 864-870.DOI: 10.5246/jcps.2018.12.088

• Original articles • Previous Articles Next Articles

Chemical constituents from the the twigs and leaves of Caesalpinia enneaphylla

Lanjun Zhang, Dewen Bi, Jihua Wang, Guanghui Xia, Liqin Wang^*

Faculty of Chemistry and Chemical Engineering, Yunnan Normal University, Kunming 650050, China

Received:2018-10-08 Revised:2018-11-07 Online:2018-12-30 Published:2018-11-24
Contact: Tel.: +86-871-5941088, E-mail: lqwang@ynnu.edu.cn
Supported by:
National Natural Science Foundation of China (Grant No. 31460085).

Abstract

Abstract:

Fifteen compounds were isolated from the twigs and leaves of Caesalpiniaenneaphylla. Their structures were identified to be: (E)-3-(4-hydroxybenzylidene)- 5,7-dihydroxychroman-4-one (1), 8-methoxybonducellin (2), (E)-3-(3,4- dihydroxybenzylidene)-5,7-hydroxychroman-4-one (3), 2′,4′-dihydroxychalcone (4), oxyfadichalcone B (5), 7-hydroxyflavonone (6), pinocembrin (7), kaempferol (8), quercitrin (9), kaempferol 3-O-α-L-rhamnopyranoside (10), quercetin 3-O-α-D-arabinoside (11), trans-2,3-diacetoxy-1-[(benzoyloxy)methyl]-cyclohexa-4,6-diene (12), 3-hydroxybenzyl benzoate (13), 2-acetoxybenzyl benzoate (14), and glutinol (15). All the compounds were isolated from C. enneaphylla for the first time.

Key words: Leguminosae, Caesalpinia enneaphylla, Homoisoflavonoid

CLC Number:

R284

Supporting:

Lanjun Zhang, Dewen Bi, Jihua Wang, Guanghui Xia, Liqin Wang. Chemical constituents from the the twigs and leaves of Caesalpinia enneaphylla[J]. Journal of Chinese Pharmaceutical Sciences, 2018, 27(12): 864-870.

References

[1] Delectis Flora Reipublicae Popularis Sinicae Edita, Flora Reipublicae Popularis Sinicae, Tomus 39, Science Press. 1988, 100.

[2] Wu, M.; Wang, Y.F.; Zhang, M.L.; Huo, C.H.; Dong, M.; Shi, Q.W.; Kiyota, H. Chemical constituents of plants from the genus Caesalpinia. Chem. Biodivers. 2011, 8, 1370-1399.

[3] Maurya, R.; Ravi, M.; Singh, S.; Yadav, P.P. A review on cassane and norcassane diterpenes and their pharmacological studies. Fitoterapia. 2012, 83, 272-280.

[4] Jiang, H.B.; Huang, J.; Guo, M.J.; Zou, P.; Tian, X.Q. Recent advances in the study of natural homoisoflavonoids. Acta. Pharm. Sin. 2007, 42, 118-126.

[5] Silayo, A.; Ngadjui, B.T.; Abegaz, B.M. Homoisoflavonoids and stilbenes from the bulbs of Scilla nervosa subsp. rigidifolia. Phytochemistry. 1999, 52, 947-955.

[6] Chen, P.; Yang, J.S. Flavonol galactoside caffeiate ester and homoisoflavones from Caesalpinia millettii HOOK. et ARN. Chem. Pharm. Bull. 2007, 55, 655-657.

[7] Bi, D.W.; Liang, X.S.; Xia G.H.; Zhang, L.J.; Wang, L.Q. Flavonoids from the seeds of Caesalpinia mimosoides. J. Chin. Med. Mat. 2018, 41, 353-356.

[8] Wu, Z.B.; Wang, B.; Zhao, Y.Y.; Yang, X.W.; Liang, H. Chalcones from Bauhinia glauca subsp. pernervosa. Chin. J. Chin. Mater. Med. 2009, 34, 1676-1678.

[9] Liu, Y.; Zhang, X.J.; Kelsang, N.; Tu, G.Z.; Kong, D.X.; Lu, J.H.; Zhang, Y.T.; Liang, H.; Tu, P.F.; Zhang, Q.Y. Structurally diverse cytotoxic dimeric chalcones from oxytropis chiliophylla. J. Nat. Prod. 2018, 81, 307-315.

[10] Yang, H.; Wang, D.; Tong, L.; Cai, B.C. Flavonoid aglycones of Oxytropis falcata. Chem. Nat. Compd. 2009, 45, 239-241.

[11] Kai, L.; Cai, Y.; Fu, Y.H.; Song, X.P.; Chen G.Y.; Han, C.R.; Yu, M. Chemical constituents from Alpinia coriacea. Chin. Tradit. Herbal. Drugs. 2016, 47, 717-721.

[12] Zhou, J.; Hu, Y.J.; Xiao, M.X.; Zhu, Y.T. Studies on flavonoids from Hypericum perforatum L. J. Guangzhou Univ. Trad. Chin. Med. 2006, 23, 416-418.

[13] Cho, J.Y.; Hyun, S.H.; Moon, J.H.; Park, K.H. Isolation and structural determination of a novel flavonol triglycoside and 7 compounds from the leaves of oriental raisin tree (Hovenia dulcis) and their antioxidative activity. Food Sci. Biotechnol. 2013, 22, 115-123.

[14] Shi, X.H.; Liu, Y.Q.; Kong, L.Y. Studies on the flavones in of Chrozophora sabulosa. Chin. J. Chin. Mater. Med. 2006, 31, 395-397.

[15] Kodpinid, M.; Sadavongvivad, C.; Thebtaranonth, C.; Thebtaranonth, Y. Structures of β-senepoxide, tingtanoxide, and their diene precursors. Constituents of Uvaria ferruginea. Tetrahedron Lett. 1983, 24, 2019-2022.

[16] Bell, K.H. Facile selective aminolysis of phenolic benzoates with 1-butanamine in benzene. Tetrahedron Lett. 1986, 27, 2263-2264.

[17] Ramjith U S, R.U.S. Molecular docking study of aspirin and aspirin derivatives. J. Appl. Chem. 2013, 3, 24-30.

[18] Olea, R.S.G.; Torres, L.M.B.; Roque, L.C.; Roque, N.F. 13C NMR spectroscopic data for glutinol and derivatives. Magn. Reson. Chem. 1994, 32, 378-379.

Chemical constituents from the the twigs and leaves of Caesalpinia enneaphylla

RichHTML

PDF (PC)

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 1

Recommended Articles

Metrics

Comments