Two New Bioactive Furoquinoline Alkaloids from Zanthoxylum armatum

Abdul Samad; Muhammad Adeel; Dilfaraz Khan; Syed Badshah; Zia Muhammad; Shafiullah Khan; Jane Hanra Han

doi:10.14233/ajchem.2015.17931

Issue

Vol. 27 No. 7 (2015): Vol 27 Issue 7, 2015

Issue Published : March 29, 2015

This work is licensed under a Creative Commons Attribution 4.0 International License.

Two New Bioactive Furoquinoline Alkaloids from Zanthoxylum armatum

https://doi.org/10.14233/ajchem.2015.17931

Abdul Samad

Department of Chemistry Gomal University, Dera Ismail Khan-29050, KPK, Pakistan

Muhammad Adeel

Department of Chemistry Gomal University, Dera Ismail Khan-29050, KPK, Pakistan

Dilfaraz Khan

Department of Chemistry Gomal University, Dera Ismail Khan-29050, KPK, Pakistan

Syed Badshah

Department of Chemistry Gomal University, Dera Ismail Khan-29050, KPK, Pakistan

Zia Muhammad

Department of Chemistry, Kohat University of Science and Technology, Kohat-26000, KPK, Pakistan

Shafiullah Khan

Department of Chemistry Gomal University, Dera Ismail Khan-29050, KPK, Pakistan; State Key Laboratory of Organic-Inorganic Composite, Beijing University of Chemical Technology, Beijing 100029, P.R. China

Jane Hanra Han

Faculty of Pharmacy, University of Sydney, NSW 2006, Australia

Corresponding Author(s) : Dilfaraz Khan

dilfarazkhan@gu.edu.pk

Asian Journal of Chemistry, Vol. 27 No. 7 (2015): Vol 27 Issue 7, 2015
Article Published : March 29, 2015

Abstract

The n-hexane, dichloromethane, ethyl acetate and n-butanol soluble fractions of Zanthoxylum armatum were screened for antifungal activity against Aspergillus flavus and Aspergillus niger. The dichloromethane soluble fraction of Zanthoxylum armatum inhibited the growth of Aspergillus flavus by 22.5 % and Aspergillus niger by 41.2 %, while the ethyl acetate soluble fraction compound decreased the growth of Aspergillus flavus and Aspergillus niger by 55.5 and 61 % respectively. The n-hexane and n-butanol fractions showed low inhibitions against these fungi. Further the chromatographic separation of the ethyl acetate fraction led to the isolation of two new furoquinoline alkaloids; 4-methoxy-12,12-dimethylcyclopenta furoquinoline-10-carbaldehyde and methyl 4-methoxy-12,12-dimethylcyclopenta furoquinoline-10-carboxylate. The isolated compounds were tested for antioxidant activities. The compound 1 was found more potent in both DPPH and ABTS radical scavenging assay.

Keywords

Zanthoxylum armatum Furoquinoline alkaloids Antifungal Antioxidant

Samad, A., Adeel, M., Khan, D., Badshah, S., Muhammad, Z., Khan, S., & Hanra Han, J. (2015). Two New Bioactive Furoquinoline Alkaloids from Zanthoxylum armatum. Asian Journal of Chemistry, 27(7), 2468–2472. https://doi.org/10.14233/ajchem.2015.17931

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References

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J.M. Watt and M.G.B. Brandwijk, The Medicinal and Poisonous Plants of Southern and Eastern Africa, E&S Livingstone Ltd., Edinburgh, pp. 920-925 (1962).

D.K. Abbiw, Useful Plants of Ghana: Intermediate Technology Publications and the Royal Botanic Gardens, Kew, UK, pp. 98-212 (1990)..

Y.C. Chung, C.T. Chien, K.Y. Teng and S.T. Chou, Food Chem., 97, 418 (2006); doi:10.1016/j.foodchem.2005.05.019.

K. Deyun, A.I. Gray, T.G. Hartley and P.G. Waterman, Biochem. Syst., 24, 87 (1996); doi:10.1016/0305-1978(95)00096-8.

M. Del Poeta, S.-F. Chen, D. Von Hoff, C.C. Dykstra, M.C. Wani, G. Manikumar, J. Heitman, M.E. Wall and J.R. Perfect, Antimicrob. Agents Chemother., 43, 2862 (1999).

S.H. Woo, M.C. Reynolds, N.J. Sun, J.M. Cassady and R.M. Snapka, Biochem. Pharmacol., 54, 467 (1997); doi:10.1016/S0006-2952(97)00198-6.

D.Y. Jun, J.S. Kim, H.S. Park, C.R. Han, Z. Fang, M.H. Woo, I.K. Rhee and Y.H. Kim, Carcinogenesis, 28, 1303 (2007); doi:10.1093/carcin/bgm028.

"Zanthoxylum", In Flora of Pakistan, Published by Science Press (Beijing) and Missouri Botanical, Garden Press, p. 15.

M.B. Mehta, M.D. Kharya, R. Srivastava and K.C. Verma, Indian Perfumer., 25, 19 (1981).

D.R. Nath, N.G. Das and S.C. Das, Ind. J. Med. Res. Section A Infect. Dis., 97, 128 (1993).

J.C. Uphof, The Dictionary of Economic Plants, Weinheim (1959).

G. Usher, A Dictionary of Plants Used by Man, Constable (1974).

A Barefoot Doctors Manual, Running Press, Philadelphia (1977); ISBN 0-914294-92-X.

C.P. Khare, Indian Herbal Remedies, Springer, pp. 485-494 (2004).

R.N. Chopra, S.L. Nayar and I.C. Chopra, Glossary of Indian Medicinal Plants Council of Scientific and Industrial Research, New Delhi (1986).

F. Ahmad, I. Ahmad and S.M. Osman, J. Am. Oil Chem. Soc., 57, 224 (1980); doi:10.1007/BF02673945.

A.G.R. Nair, G.A. Nair and C.P. Joshua, Phytochemistry, 21, 483 (1982); doi:10.1016/S0031-9422(00)95303-2.

T.P. Singh and O.M. Singh, Ind. J. Nat. Prod. Resour., 2, 275 (2011).

A. Ahmad, L.N. Misra and M.M. Gupta, J. Nat. Prod., 56, 456 (1993); doi:10.1021/np50094a002.

V. Duraipandiyan and S. Ignacimuthu, J. Ethnopharmacol., 123, 494 (2009); doi:10.1016/j.jep.2009.02.020.

M. Sreejayan, Arzneim.-Forsch. Drug Res., 6, 169 (1996).

M.A. Gyamfi, M. Yonamine and Y. Aniya, Gen. Pharmacol., 32, 661 (1999); doi:10.1016/S0306-3623(98)00238-9.

Issue

Vol. 27 No. 7 (2015): Vol 27 Issue 7, 2015

Two New Bioactive Furoquinoline Alkaloids from Zanthoxylum armatum

Corresponding Author(s) : Dilfaraz Khan

Abstract

Keywords

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