Cytotoxic Properties of Root Extract and Fruit Juice of Trichosanthes cucumerina

Abstract

The root extract of Trichosanthes cucumerina L. and bryonolic acid (1), its main constituent, as well as the fruit juice and cucurbitacin B (3), its main constituent, were tested for cytotoxicity against four human breast cancer cell lines (SKBR3, MCF7, T47D, and MDA-MB435), two lung cancer cell lines (A549 and SK‐LU1), and one colon cancer cell line (Caco-2). The root extract had higher IC₅₀ values than bryonolic acid (1) against three breast cancer cell lines (MCF7 = 267/121, T47D = 316/124, MDA-MB435 = 140/90 µL/mL) and one lung cancer cell line (A549 = 106/100 µL/mL). The fruit juice also had higher IC₅₀ values than cucurbitacin B (3) against the four breast cancer cell lines (131/73, 375/35, 249/60, and 156/26 µL/mL, respectively) and one lung cancer cell line (141/41 µL/mL) as shown above, as well as against the colon cancer cell line (101/1.5 µL/mL). However, the root extract inhibited SK‐LU1 more strongly than did the fruit juice, cucurbitacin B (3), and bryonolic acid (1) (149/169/180/>500 µL/mL, respectively). The root extract inhibited the two lung and three breast cancer cell lines (SKBR3, MDA-MB435, and MCF7) more strongly than the fruit juice. Bryonolic acid (1) inhibited MDA-MB435 somewhat better than the other tested human cancer cell lines. The fruit juice inhibited the colon cancer cell line (Caco-2) more strongly than the root extract. Cucurbitacin (3) inhibited human cancer cell lines, especially Caco-2, much more strongly than bryonolic acid (1). In addition to bryonolic acid (1), bryononic acid (2), cucurbitacin B (3), and dihydrocucurbitacin B (4) also were isolated from the root extract.

Key words

Trichosanthes cucumerina L. (Cucurbitaceae) - bryonolic acid - bryononic acid - cucurbitacin B - cytotoxicity - human cancer cell lines

References

• 1 Prachetuphon W. Folkloric medicinal society of Thailand: folklore uses of Thai medicinal plants. Bangkok; Paisansin Pub 1978: 138-139
• 2 Silapa-archa W, Picha P, Lurwongrattana O, Kittiwongsunthorn W, Ungsunthornsarit P. Investigation of the triterpenes of Cucurbitaceae prevalent in Thailand.  Mahidol Univ J Pharm Sci. 1981;  8 5-8
• 3 Jiratchariyakul W, Frahm A W. Cucurbitacin B and dihydrocucurbitacin B from Trichosanthes cucumerina L.  Mahidol Univ J Pharm Sci. 1992;  19 5-12
• 4 Silapaarcha W. Isolierung und Strukturaufklaerung chemischer Komponenten aus Trichosanthes cucumerina L. [Dissertation]. Bonn; Bonn University 1987
• 5 Jiratchariyakul W, Moongkarndi P, Theppeang K, Sethjintanin D, Jarikasem S, Frahm A W. Cytotoxic principles from Trichosanthes cucumerina L.  Thai J Phytopharm. 1999;  6 1-9
• 6 Tiangda C, Silapa-archa W, Wiwat C, Picha P. Chemical composition, acute toxicity and pharmacological screening of Trichosanthes cucumerina L. Enhancing pharmacy profession through education. Bangkok, Thailand; Proceedings of the 11th Asian Congress of Pharmaceutical Sciences 1986
• 7 Kongton S. Chemical study of bioactive constituents from Trichosanthes cucumerina root and fruit juice [Dissertation]. Bangkok; Mahidol University 2003
• 8 Tanaka S, Uno C, Akimoto M, Tabata M, Honda C, Kamisako W. Anti-allergic effect of bryonolic acid from Luffa cylindrica cell suspension cultures.  Planta Med. 1991;  57 527-530
• 9 Kondo T, Inoue M, Mizukami H, Ogihara Y. Cytotoxic activity of bryonolic acid isolated from transformed hairy roots of Trichosanthes kirilowii var. japonica.  Biol Pharm Bull. 1995;  18 726-729
• 10 Chen C R, Chen H W, Chang C I. D:C-friedooleanane-type triterpenoids from Lagenaria siceraria and their cytotoxic activity.  Chem Pharm Bull (Tokyo). 2008;  56 385-388
• 11 Takeda T, Kondo T, Mizukami H, Ogihara Y. Bryonolic acid production in hairy roots of Trichosanthes kirilowii Max. var japonica Kitam. transformed with Agrobacterium rhizogenes and its cytotoxic activity.  Chem Pharm Bull (Tokyo). 1994;  42 730-732
• 12 Takeda T, Kondo T, Mizukami H, Ogihara Y. Bryonolic acid production in hairy roots of Trichosanthes kirilowii Max. var Japonica Kitam. transformed with Agrobacterium rhizogenes and its cytotoxic activity.  Chem Pharm Bull (Tokyo). 1994;  42 730-732
• 13 Akihisa T, Kokke W C, Tamura T, Nambara T. 7-Oxodihydrokarounidiol [7-oxo-D:C-friedo-olean-8-ene-3α,29-diol], a novel triterpene from Trichosanthes kirilowii.  Chem Pharm Bull. 1992;  40 1199-1202
• 14 Kamisako W, Suwa K, Honda C, Isoi K, Nakai H, Shiro M, Machida K. Conformations of bryonolic acid and its derivatives in CDCl₃ solution by ¹H and ¹³C NMR spectroscopy.  Magn Reson Chem. 1987;  25 848-855
• 15 Akiyama K, Hayashi H. Arbuscular mycorrhizal fungus-promoted accumulation of two new triterpenoids in cucumber roots.  Biosci Biotechnol Biochem. 2002;  66 762-769
• 16 Kosela S, Yulizar Y, Chairul, Tori M, Asakaw Y. Secomultiflorane-type triterpenoid acids from stem bark of Sandoricum koetjape.  Phytochemistry. 1995;  38 691-694
• 17 Jacobs H, Singh T. Isolation and ¹³C‐NMR assignments of cucurbitacins from Cayaponia angustiloba, Cayaponia racemosa, and Gurania subumbellata.  J Nat Prod. 1990;  53 1600-1605
• 18 Kummalue T, O-charoenrat P, Jiratchariyakul W, Chanchai M, Pattanapanyasat K, Sukapirom K, Iemsri S. Antiproliferative effect of Erycibe elliptilimba on human breast cancer cell lines.  J Ethnopharmacol. 2007;  110 439-443
• 19 Rubinstein L V, Shoemaker R H, Paull K D, Simon R M, Tosini S, Skehan P, Scudiero D A, Monks A, Boyd M R. Comparison of in vitro anticancer-drug-screening data generated with a tetrazolium assay versus a protein assay against a diverse panel of human tumor cell lines.  J Natl Cancer Inst. 1990;  82 1113-1118
• 20 Lacroix M, Leclercq G. Relevance of breast cancer cell lines as models for breast tumours: an update.  Breast Cancer Res Treat. 2004;  83 249-289