Antitumor agents, 135. Structure and stereochemistry of polacandrin, a new cytotoxic triterpene from Polanisia dodecandra.
Publication
, Journal Article
Shi, Q; Chen, K; Fujioka, T; Kashiwada, Y; Chang, JJ; Kozuka, M; Estes, JR; McPhail, AT; McPhail, DR; Lee, KH
Published in: Journal of natural products
October 1992
A new dammarane triterpene, polacandrin [1], has been isolated from Polanisia dodecandra. The structure of 1 was established as 1 beta, 3 alpha, 12 beta, 25-tetrahydroxy-20(S),24(S)-epoxydammarane by chemical and spectroscopic methods, which included the concerted application of a number of 2D nmr techniques that involved 1H-1H COSY, HETCOR, NOESY, and long-range HETCOR. Single-crystal X-ray analysis of polacandrin pentahydrate verified the complete structure and stereochemistry. Polacandrin showed potent cytotoxicities against KB (ED50 = 0.60 microgram/ml), P-388 (ED50 = 0.90 microgram/ml), and RPMI-7951 (ED50 = 0.62 microgram/ml) tumor cells.
Duke Scholars
Published In
Journal of natural products
DOI
EISSN
1520-6025
ISSN
0163-3864
Publication Date
October 1992
Volume
55
Issue
10
Start / End Page
1488 / 1497
Related Subject Headings
- X-Ray Diffraction
- Tumor Cells, Cultured
- Triterpenes
- Stereoisomerism
- Plants, Medicinal
- Medicinal & Biomolecular Chemistry
- Magnetic Resonance Spectroscopy
- Humans
- Drug Screening Assays, Antitumor
- Antineoplastic Agents, Phytogenic
Citation
APA
Chicago
ICMJE
MLA
NLM
Shi, Q., Chen, K., Fujioka, T., Kashiwada, Y., Chang, J. J., Kozuka, M., … Lee, K. H. (1992). Antitumor agents, 135. Structure and stereochemistry of polacandrin, a new cytotoxic triterpene from Polanisia dodecandra. Journal of Natural Products, 55(10), 1488–1497. https://doi.org/10.1021/np50088a015
Shi, Q., K. Chen, T. Fujioka, Y. Kashiwada, J. J. Chang, M. Kozuka, J. R. Estes, A. T. McPhail, D. R. McPhail, and K. H. Lee. “Antitumor agents, 135. Structure and stereochemistry of polacandrin, a new cytotoxic triterpene from Polanisia dodecandra.” Journal of Natural Products 55, no. 10 (October 1992): 1488–97. https://doi.org/10.1021/np50088a015.
Shi Q, Chen K, Fujioka T, Kashiwada Y, Chang JJ, Kozuka M, et al. Antitumor agents, 135. Structure and stereochemistry of polacandrin, a new cytotoxic triterpene from Polanisia dodecandra. Journal of natural products. 1992 Oct;55(10):1488–97.
Shi, Q., et al. “Antitumor agents, 135. Structure and stereochemistry of polacandrin, a new cytotoxic triterpene from Polanisia dodecandra.” Journal of Natural Products, vol. 55, no. 10, Oct. 1992, pp. 1488–97. Epmc, doi:10.1021/np50088a015.
Shi Q, Chen K, Fujioka T, Kashiwada Y, Chang JJ, Kozuka M, Estes JR, McPhail AT, McPhail DR, Lee KH. Antitumor agents, 135. Structure and stereochemistry of polacandrin, a new cytotoxic triterpene from Polanisia dodecandra. Journal of natural products. 1992 Oct;55(10):1488–1497.
Published In
Journal of natural products
DOI
EISSN
1520-6025
ISSN
0163-3864
Publication Date
October 1992
Volume
55
Issue
10
Start / End Page
1488 / 1497
Related Subject Headings
- X-Ray Diffraction
- Tumor Cells, Cultured
- Triterpenes
- Stereoisomerism
- Plants, Medicinal
- Medicinal & Biomolecular Chemistry
- Magnetic Resonance Spectroscopy
- Humans
- Drug Screening Assays, Antitumor
- Antineoplastic Agents, Phytogenic