Subscribe to RSS
DOI: 10.1055/s-0031-1298322
© Georg Thieme Verlag KG Stuttgart · New York
Carboline Alkaloids from Psammosilene tunicoides and Their Cytotoxic Activities
Publication History
received October 20, 2011
revised January 22, 2012
accepted February 6, 2012
Publication Date:
12 March 2012 (online)

Abstract
Five new carboline alkaloids, tunicoidines A–E (1–5), and two known carboline alkaloids, 1-acetyl-β-carboline-3-carboxylic acid (6) and 1-acetyl-3-carbomethoxyl-β-carboline (7), were isolated for the first time from the root of Psammosilene tunicoides. The structures of the new carboline alkaloids were established on the basis of 1D- and 2D-NMR, and HR-MS spectroscopic analyses. The seven compounds were evaluated for cytotoxicity against A549, HCT116, ZR-75-30, and HL-60 cell lines. However, only compound 7 had potent cytotoxic activity against the HCT116 cell line with an IC50 value of 9.67 µg/mL, while the others showed no cytotoxic activities against the four tested cell lines.
Key words
Psammosilene tunicoides - Caryophyllaceace - carboline alkaloids - cytotoxic activities
References
- 1
Zhong H M, Ni W, Hua Y, Chen Y Z, Chen C X.
A new tritepenoid saponin from Psammosilene tunicoides.
Acta Bot Yunn.
2002;
24
781-786
MissingFormLabel
- 2
Tian J M, Shen Y H, Yang X W, Liang S, Tang J, Shan L, Zhang W D.
Tunicyclin A, the first plant tricycle ring cyclopeptide from Psammosilene tunicoides.
Org Lett.
2009;
11
1131-1133
MissingFormLabel
- 3
Nemet I, Varga-Defterdarovic L.
Methylglycoxal-derived β-carbolines formed from tryptophan and its derivates in the Maillard reaction.
Amino Acids.
2007;
32
291-293
MissingFormLabel
- 4
Faini F, Castillo M, Torres R.
A new β-carboline alkaloid from Vestia lycioides.
Phytochemistry.
1978;
17
338
MissingFormLabel
- 5
Ravinder K, Vijender Reddy A, Krishnaiah P, Ramesh P, Ramakrishna S, Laatsch H, Venkateswarlu Y.
Isolation and synthesis of a novel β-carboline guanidine derivative tiruchanduramine from the Indian ascidian Synoicum macroglossum.
Tetrahedron Lett.
2005;
46
5475-5478
MissingFormLabel
- 6
Tian J M, Yang X W, Di Y T, Ma Y L, Li L, Li L, He H P, Hao X J.
Antioxidant lignans from Manathes patentiflora.
Planta Med.
2009;
75
534-537
MissingFormLabel
- 7
Tan N H, Zhou J.
Plant cyclopeptides.
Chem Rev.
2006;
106
840-895
MissingFormLabel
- 8
Li H Z, Nakashima T, Tanaka T, Zhang Y J, Yang C R, Kouno I.
Two new maltol glycosides and cyanogenic glycosides from Elshioltzia rugulosa Hemsl.
J Nat Med.
2008;
62
75-78
MissingFormLabel
- 9
Xiao S L, Lin W, Wang C, Yang M.
Synthesis and biological evaluation of DNA targeting flexible side-chain substituted
β-carboline derivatives.
Bioorg Med Chem Lett.
2001;
11
437-441
MissingFormLabel
- 10
Zhao M, Bi L R, Wang W, Wang C, Baudy-Floch M, Ju J F, Peng S Q.
Synthesis and cytotoxic activities of β-carboline amino acid ester conjugates.
Bioorg Med Chem Lett.
2006;
14
6998-7010
MissingFormLabel
Dr. Weidong Zhang
Department of Phytochemistry
School of Pharmacy
Second Military Medical University
325# Guohe Rd.
Shanghai 200433
P. R. China
Phone: +86 21 81 87 12 44
Fax: +86 21 81 87 12 44
Email: wdzhangy@hotmail.com
Dr. Yunheng Shen
Department of Phytochemistry
School of Pharmacy
Second Military Medical University
325# Guohe Rd.
Shanghai 200433
P. R. China
Phone: +86 21 81 87 12 45
Fax: +86 21 81 87 12 45
Email: shenyunheng9217018@yahoo.com.cn