Cytopiloyne, a novel polyacetylenic glucoside from Bidens pilosa, functions as a T helper cell modulator.
An extract of Bidens pilosa, an anti-diabetic Asteraceae plant, has recently been reported to modulate T cell differentiation and prevent the development of non-obese diabetes (NOD) in NOD mice. In this paper, a novel bioactive polyacetylenic glucoside, cytopiloyne (1), was identified from the Bidens pilosa extract using ex vivo T cell differentiation assays based on a bioactivity-guided fractionation and isolation procedure. Its structure was elucidated as 2beta-D-glucopyranosyloxy-1-hydroxytrideca-5,7,9,11-tetrayne by various spectroscopic methods. Functional studies showed that cytopiloyne was able to inhibit the differentiation of naïve T helper (Th0) cells into type I T helper (Th1) cells but to promote the differentiation of Th0 cells into type II T helper (Th2) cell. Accordingly, cytopiloyne also suppressed IFN-gamma expression and promoted IL-4 expression in mouse splenocytes ex vivo. These results suggest that cytopiloyne functions as a T cell modulator that may directly contribute to the ethnopharmacological effect of Bidens pilosa extract on preventing diabetes. Moreover, cytopiloyne can serve as an index compound for quality control of lot-to-lot extract preparations of Bidens pilosa.
Chiang
Yi-Ming
YM
Agricultural Biotechnology Research Center, Academia Sinica, Taipei 115, Taiwan, ROC.
Chang
Cicero Lee-Tian
CL
Chang
Shu-Lin
SL
Yang
Wen-Chin
WC
Shyur
Lie-Fen
LF
D000818:Animals; D031176:Bidens / Q000737:chemistry*; D002454:Cell Differentiation / Q000187:drug effects; D003920:Diabetes Mellitus / Q000517:prevention & control; D005786:Gene Expression Regulation / Q000187:drug effects; D005960:Glucosides / Q000302:isolation & purification / Q000494:pharmacology*; D007371:Interferon-gamma / Q000187:drug effects / Q000235:genetics / Q000378:metabolism; D015847:Interleukin-4 / Q000235:genetics / Q000378:metabolism; D051379:Mice; D008807:Mice, Inbred BALB C; D008517:Phytotherapy; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology / Q000592:standards; D010946:Plants, Medicinal / Q000737:chemistry; D053279:Polyynes / Q000302:isolation & purification / Q000494:pharmacology*; D011786:Quality Control; D013154:Spleen / Q000166:cytology; D006377:T-Lymphocytes, Helper-Inducer / Q000187:drug effects*
D005960:Glucosides; D010936:Plant Extracts; C520271:cytopiloyne; D015847:Interleukin-4; D053279:Polyynes; D007371:Interferon-gamma