Nat Prod Sci.  2016 Mar;22(1):35-40. 10.20307/nps.2016.22.1.35.

Chemical Composition of Clausena lansium (Lour.) Skeels Leaves and Antifungal Activity

• Nam VD
• Teruhisa F
• Hirofumi T
• Hiroshi K
• Khoi NM
• Dung LV
• Ha DT
• Hiroshi H

• KMID: 2312919
• DOI: http://doi.org/10.20307/nps.2016.22.1.35

Abstract

The first study on chemical constituents and biological activities of Clausena lansium (Lour.) Skeels (Rutaceae) growing in Vietnam has been done. Phytochemical investigation of n-hexane extract led to the isolation of five compounds: dihydroindicolactone (1), 8-geranyloxy psoralen (2), imperatorin (3), heraclenol (4) and indicolactone (5), in which this is the first report on the presence of dihydroindicolactone (1). Their structures were elucidated based on LC/MS/NMR hyphenated techniques as well as comparison with those of literature data. The n-hexane extract and its subfractions, ethanol 95% extract and several isolated compounds were evaluated for antifungal activity.

Keyword

Antifungal; Clausena lansium; Dihydroindicolactone; Furanocoumarin

MeSH Terms

Clausena*
Ethanol
Ficusin
Vietnam
Ethanol
Ficusin

Figure

• 

  Fig. 1. Structures of compounds 1–5.

• 

  Fig. 2. COSY and HMBC correlation of dihydroindicolactone (1).

• 

  Fig. 3. The relative stereochemistry of dihydroindicolactone (1).

• 

  Fig. 4. The geometry of double bond at C-2″ and C-3″ of dihydroindicolactone (1).

• 

  Fig. 5. Antifungal activity of pure compounds and initial extracts.

Reference

(1). Chi V. V.The dictionary of Vietnamese medicinal Plants; Medicine Publishing House : Vietnam. 1999; 1148.

(2). Adebajo A. C., Iwalewa E. O., Obuotor E. M., Ibikunle G. F., Omisore N. O., Adewunmi C. O., Obaparusi O. O., Klaes M., Adetogun G. E., Schmidt T. J., Verspohl E. J. J.Ethnopharmacol. 2009; 122:10–19.

(3). Prasad K. N., Xie H., Hao J., Yang B., Qiu S., Wei X., Chen F., Jiang Y. J.Food Chem. 2010; 118:62–66.

(4). Chokeprasert P., Charles A. L., Sue K. H., Huang T. C. J.Food Comp. Anal. 2007; 20:52–56.

(5). Dincel D., Hatipoglu S. D., Goren A. C., Topcu G. Turk. J.Chem. 2013; 37:675–683.

(6). Lakshmi V., Prakash D., Raj K., Kapil R. S., Popli S. P.Phytochemistry. 1984; 23:2629–2631.

(7). Maneerat W., Prawat U., Saewan N., Laphookhieo S. J.Braz. Chem. Soc. 2010; 21:665–668.

(8). Takamasa K., Koichi M., Michiko A., Ryoko S., Yuka M., Rui K., Atsuhiko H., Takashi S., Shuichi S., Shinichi W., Hideyo Y., Shigeru A., Noboru O. J.Clin. Microbiol. 2007; 45:3737–3742.

(9). Shen D. Y., Chan Y. Y., Hwang T. L., Juang S. H., Huang S. C., Kuo P. C., Thang T. D., Lee E. J., Damu A. G., Wu T. S. J.Nat. Prod. 2014; 77:1215–1223.

(10). Adams M., Ettl, S.;Kunert, O.;Wube A. A., Haslinger E., Bucar, F.;Bauer R.Planta Med. 2006; 72:1132–1135.

(11). Singh S., Singh P., Singh S. K., Trivedi M., Dixit R. K., Shanker P. Int. Res. J.Pharm. App. Sci. 2013; 3:1–11.

(12). Adikaram N. K. B., Abhayawardhane Y., Leslie Gunatilaka A. A., Ratnayake Bandara B. M., Kithsiri Wijeratne E. M.Plant Pathology. 1989; 38:258–265.