Cytotoxic Sesquiterpenoids and Diarylheptanoids from the Rhizomes of Curcuma elata Roxb

نویسندگان

  • Ratchanaporn Chokchaisiri
  • Prapapan Pimkaew
  • Pawinee Piyachaturawat
  • Rattana Chalermglin
  • Apichart Suksamrarn
چکیده

The present study was aimed to investigate the chemical constituents of Curcuma elata Roxb. (Zingiberaceae) rhizomes originating in Thailand. Ten sesquiterpenes, germacrone (1), curzerenone (2), isofuranodienone (3), furanodienone (4), curdione (5), neocurdione (6), zederone (7), curcumenone (8), 13-hydroxygermacrone (9) and zedoarondiol (10), and four diarylheptanoids, 3-hydroxy-5-platyphyllone (11), (3S)-1,7-bis(4-hydroxyphenyl)-(6E)6-hepten-3-ol (12), centrolobol (13) and (3S)-1-(3,4-dihydroxyphenyl)-7-(4-hydroxyphenyl)-(6E)-6-hepten-3-ol (14) were isolated for the first time from the rhizomes of this plant. The structures of the isolated compounds were identified by comparison of the spectroscopic and physical data with those of the reported values and the stereochemistry at the asymmetric carbon was determined by the modified Mosher’s method and, in some cases, was confirmed by comparison of optical rotation data with literature. Compounds 12 and 13 exhibited strong cytotoxic activity against KB cell line, whereas compounds 4, 9 and 12-14 showed strong cytoxicity against NCI-H187 cell line.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Chemical composition and product quality control of turmeric (Curcuma longa L.)

Abstract: Chemical constituents of various tissues of turmeric (Curcuma longa L.) have been extensively investigated. To date, at least 235 compounds, primarily phenolic compounds and terpenoids have been identified from the species, including 22 diarylheptanoids and diarylpentanoids, eight phenylpropene and other phenolic compounds, 68 monoterpenes, 109 sesquiterpenes, five diterpenes, three t...

متن کامل

Evaluation of Anti Tumor Activity of Curcuma Amda Roxb. Rhizome

Aqueous and alcoholic extracts of curcuma amda roxb. rhizomes have been evaluated for its anti tumour activity in Swiss albino mice. Alcoholic extract exhibited more potent anti tumour activity than aqueous extract. In-vitro cytotoxicity studies were confirmed by brine shrimp bioassay method. A significant increase in the life span and a decrease in the cancer cell number and tumour weight were...

متن کامل

Bioactive Components in Curcuma Caesia Roxb. Grown in Manipur

India has rich history of using plants for medicinal purposes. Curcuma species are well-known indigenous medicine. They are used for the treatment of various ailments and metabolic disorders. In Manipur, traditionally the rhizomes of Curcuma caesia Roxb. is used in treating leucoderma, asthma, tumours, piles, bronchitis etc. The paste is applied on bruises, contusions and rheumatic pains. Essen...

متن کامل

Free radical scavenging activity and characterization of sesquiterpenoids in four species of Curcuma using a TLC bioautography assay and GC-MS analysis.

The sesquiterpenoids are one of major groups of antioxidants in Curcuma besides curcuminoids. However, the real substances contributing to the antioxidant activity are still unknown. In this paper, the antioxidant activity of sesquiterpenoids in four species and two essential oils from Curcuma genus was determined and compared based on TLC separation and DPPH bioautography assay. Their antioxid...

متن کامل

Diarylheptanoid Phytoestrogens Isolated from the Medicinal Plant Curcuma comosa: Biologic Actions in Vitro and in Vivo Indicate Estrogen Receptor–Dependent Mechanisms

BACKGROUND Diarylheptanoids isolated from Curcuma comosa Roxb. have been recently identified as phyto estrogens. However, the mechanism underlying their actions has not yet been identified. OBJECTIVES We characterized the estrogenic activity of three active naturally occurring diarylheptanoids both in vitro and in vivo. METHODS We characterized mechanisms of estrogenic action of the diarylh...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:

دوره   شماره 

صفحات  -

تاریخ انتشار 2013