Antitubercular natural products: Berberine from the roots of commercial Hydrastis canadensis powder. Isolation of inactive 8- oxotetrahydrothalifendine, canadine, β-hydrastine, and two new quinic acid esters, hycandinic acid esters-1 and -2

Elmer J. Gentry; Hanuman B. Jampani; Ali Keshavarz-Shokri; Martha D. Morton; David Vander Velde; Hanumaiah Telikepalli; Lester A. Mitscher; Ribhi Shawar; Debbi Humble; William Baker

doi:10.1021/np9701889

Antitubercular natural products: Berberine from the roots of commercial Hydrastis canadensis powder. Isolation of inactive 8- oxotetrahydrothalifendine, canadine, β-hydrastine, and two new quinic acid esters, hycandinic acid esters-1 and -2

Elmer J. Gentry, Hanuman B. Jampani, Ali Keshavarz-Shokri, Martha D. Morton, David Vander Velde, Hanumaiah Telikepalli, Lester A. Mitscher, Ribhi Shawar, Debbi Humble, William Baker

Research output: Contribution to journal › Article › peer-review

90 Scopus citations

Abstract

Berberine (4) is responsible for the activity of an extract of a commercial root sample of Hydrastis canadensis against multiply drug resistant Mycobacterium tuberculosis. Two new quinic acid feruloyl esters, compounds 2 and 3, have been isolated from the same source along with canadine (1c), 8-oxotetrahydrothalifendine (1), and β-hydrastine (5). These were found to be inactive. The structures of the new compounds were elucidated from spectral (¹H, ¹³C, HMQC, HMBC, and H-H COSY) and chemical evidences.

Original language	English (US)
Pages (from-to)	1187-1193
Number of pages	7
Journal	Journal of Natural Products
Volume	61
Issue number	10
DOIs	https://doi.org/10.1021/np9701889
State	Published - Oct 1998
Externally published	Yes

ASJC Scopus subject areas

Analytical Chemistry
Molecular Medicine
Pharmacology
Pharmaceutical Science
Drug Discovery
Complementary and alternative medicine
Organic Chemistry

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Gentry, E. J., Jampani, H. B., Keshavarz-Shokri, A., Morton, M. D., Velde, D. V., Telikepalli, H., Mitscher, L. A., Shawar, R., Humble, D., & Baker, W. (1998). Antitubercular natural products: Berberine from the roots of commercial Hydrastis canadensis powder. Isolation of inactive 8- oxotetrahydrothalifendine, canadine, β-hydrastine, and two new quinic acid esters, hycandinic acid esters-1 and -2. Journal of Natural Products, 61(10), 1187-1193. https://doi.org/10.1021/np9701889

Antitubercular natural products: Berberine from the roots of commercial Hydrastis canadensis powder. Isolation of inactive 8- oxotetrahydrothalifendine, canadine, β-hydrastine, and two new quinic acid esters, hycandinic acid esters-1 and -2. / Gentry, Elmer J.; Jampani, Hanuman B.; Keshavarz-Shokri, Ali et al.
In: Journal of Natural Products, Vol. 61, No. 10, 10.1998, p. 1187-1193.

Research output: Contribution to journal › Article › peer-review

Gentry, EJ, Jampani, HB, Keshavarz-Shokri, A, Morton, MD, Velde, DV, Telikepalli, H, Mitscher, LA, Shawar, R, Humble, D & Baker, W 1998, 'Antitubercular natural products: Berberine from the roots of commercial Hydrastis canadensis powder. Isolation of inactive 8- oxotetrahydrothalifendine, canadine, β-hydrastine, and two new quinic acid esters, hycandinic acid esters-1 and -2', Journal of Natural Products, vol. 61, no. 10, pp. 1187-1193. https://doi.org/10.1021/np9701889

Gentry EJ, Jampani HB, Keshavarz-Shokri A, Morton MD, Velde DV, Telikepalli H et al. Antitubercular natural products: Berberine from the roots of commercial Hydrastis canadensis powder. Isolation of inactive 8- oxotetrahydrothalifendine, canadine, β-hydrastine, and two new quinic acid esters, hycandinic acid esters-1 and -2. Journal of Natural Products. 1998 Oct;61(10):1187-1193. doi: 10.1021/np9701889

Gentry, Elmer J. ; Jampani, Hanuman B. ; Keshavarz-Shokri, Ali et al. / Antitubercular natural products : Berberine from the roots of commercial Hydrastis canadensis powder. Isolation of inactive 8- oxotetrahydrothalifendine, canadine, β-hydrastine, and two new quinic acid esters, hycandinic acid esters-1 and -2. In: Journal of Natural Products. 1998 ; Vol. 61, No. 10. pp. 1187-1193.

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abstract = "Berberine (4) is responsible for the activity of an extract of a commercial root sample of Hydrastis canadensis against multiply drug resistant Mycobacterium tuberculosis. Two new quinic acid feruloyl esters, compounds 2 and 3, have been isolated from the same source along with canadine (1c), 8-oxotetrahydrothalifendine (1), and β-hydrastine (5). These were found to be inactive. The structures of the new compounds were elucidated from spectral (1H, 13C, HMQC, HMBC, and H-H COSY) and chemical evidences.",

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Antitubercular natural products: Berberine from the roots of commercial Hydrastis canadensis powder. Isolation of inactive 8- oxotetrahydrothalifendine, canadine, β-hydrastine, and two new quinic acid esters, hycandinic acid esters-1 and -2

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