A reinvestigation of the taxol content of himalayan taxus wallichiana zucc. and a revision of the structure of brevifoliol.

Gunda I. Georg; Sitaraghav R. Gollapudi; Gary L. Grunewald; Christopher W. Gunn; Richard H. Himes; Bhattiprolu Kesava Rao; Xiao Zhong Liang; Youssef W. Mirhom; Lester A. Mitscher; au David G. Vander Velde; Qing Mei Ye

doi:10.1016/S0960-894X(00)80345-5

A reinvestigation of the taxol content of himalayan taxus wallichiana zucc. and a revision of the structure of brevifoliol.

Gunda I. Georg, Sitaraghav R. Gollapudi, Gary L. Grunewald, Christopher W. Gunn, Richard H. Himes, Bhattiprolu Kesava Rao, Xiao Zhong Liang, Youssef W. Mirhom, Lester A. Mitscher, au David G. Vander Velde, Qing Mei Ye

Medicinal Chemistry

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

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Abstract

When taken at the appropriate time and place, biorenewable leaves of the abundant Himalayan yew, Taxus wallichiana Zucc., contain significant quantities (0.045-0.130%) of taxol and other useful taxanes including 10-deacetylbaccatin III and brevifoliol. Spectroscopic reexamination of brevifoliol indicates that its structure must be revised to 11. This makes brevifoliol and recently reported taxchinin A (12) close molecular relatives.

Original language	English (US)
Pages (from-to)	1345-1348
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	3
Issue number	6
DOIs	https://doi.org/10.1016/S0960-894X(00)80345-5
State	Published - Jun 1993

Bibliographical note

Funding Information:
Acknowledgements: The authors thank Dr. William P. Duncan of Oread Laboratories for financial support and encouragementa nd Dr. Anand Burman of Dabur Industries, Inc., for provision of bulk supplies of Tars extracts. We also thank Dr. Kenneth Snader, NCI, for arranging for confirmatory biiassays and provfdtng authentic samples. Assistance with early collections by Dr. S. Ft. Vadapalli, Hyderabad, was very helpful. Ms. Wanda Waugh and Professor Valentino Stetla, Kansas University, provided outstanding analytical support in the earty phases of this work. Professor Fuji kindly sent us reference samples and a detailed manuscript prior to publication. We also gratefully acknowledge partial support of this work in the form of NIH grant CA 52790 and a grant from the lnez W. Jay Research Fund at Kansas University.

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Georg, G. I., Gollapudi, S. R., Grunewald, G. L., Gunn, C. W., Himes, R. H., Rao, B. K., Liang, X. Z., Mirhom, Y. W., Mitscher, L. A., Vander Velde, A. D. G., & Ye, Q. M. (1993). A reinvestigation of the taxol content of himalayan taxus wallichiana zucc. and a revision of the structure of brevifoliol. Bioorganic and Medicinal Chemistry Letters, 3(6), 1345-1348. https://doi.org/10.1016/S0960-894X(00)80345-5

Georg, GI, Gollapudi, SR, Grunewald, GL, Gunn, CW, Himes, RH, Rao, BK, Liang, XZ, Mirhom, YW, Mitscher, LA, Vander Velde, ADG & Ye, QM 1993, 'A reinvestigation of the taxol content of himalayan taxus wallichiana zucc. and a revision of the structure of brevifoliol.', Bioorganic and Medicinal Chemistry Letters, vol. 3, no. 6, pp. 1345-1348. https://doi.org/10.1016/S0960-894X(00)80345-5

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abstract = "When taken at the appropriate time and place, biorenewable leaves of the abundant Himalayan yew, Taxus wallichiana Zucc., contain significant quantities (0.045-0.130%) of taxol and other useful taxanes including 10-deacetylbaccatin III and brevifoliol. Spectroscopic reexamination of brevifoliol indicates that its structure must be revised to 11. This makes brevifoliol and recently reported taxchinin A (12) close molecular relatives.",

author = "Georg, {Gunda I.} and Gollapudi, {Sitaraghav R.} and Grunewald, {Gary L.} and Gunn, {Christopher W.} and Himes, {Richard H.} and Rao, {Bhattiprolu Kesava} and Liang, {Xiao Zhong} and Mirhom, {Youssef W.} and Mitscher, {Lester A.} and {Vander Velde}, {au David G.} and Ye, {Qing Mei}",

note = "Funding Information: Acknowledgements: The authors thank Dr. William P. Duncan of Oread Laboratories for financial support and encouragementa nd Dr. Anand Burman of Dabur Industries, Inc., for provision of bulk supplies of Tars extracts. We also thank Dr. Kenneth Snader, NCI, for arranging for confirmatory biiassays and provfdtng authentic samples. Assistance with early collections by Dr. S. Ft. Vadapalli, Hyderabad, was very helpful. Ms. Wanda Waugh and Professor Valentino Stetla, Kansas University, provided outstanding analytical support in the earty phases of this work. Professor Fuji kindly sent us reference samples and a detailed manuscript prior to publication. We also gratefully acknowledge partial support of this work in the form of NIH grant CA 52790 and a grant from the lnez W. Jay Research Fund at Kansas University.",

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AU - Grunewald, Gary L.

AU - Gunn, Christopher W.

AU - Himes, Richard H.

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AU - Liang, Xiao Zhong

AU - Mirhom, Youssef W.

AU - Mitscher, Lester A.

AU - Vander Velde, au David G.

AU - Ye, Qing Mei

N1 - Funding Information: Acknowledgements: The authors thank Dr. William P. Duncan of Oread Laboratories for financial support and encouragementa nd Dr. Anand Burman of Dabur Industries, Inc., for provision of bulk supplies of Tars extracts. We also thank Dr. Kenneth Snader, NCI, for arranging for confirmatory biiassays and provfdtng authentic samples. Assistance with early collections by Dr. S. Ft. Vadapalli, Hyderabad, was very helpful. Ms. Wanda Waugh and Professor Valentino Stetla, Kansas University, provided outstanding analytical support in the earty phases of this work. Professor Fuji kindly sent us reference samples and a detailed manuscript prior to publication. We also gratefully acknowledge partial support of this work in the form of NIH grant CA 52790 and a grant from the lnez W. Jay Research Fund at Kansas University.

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AB - When taken at the appropriate time and place, biorenewable leaves of the abundant Himalayan yew, Taxus wallichiana Zucc., contain significant quantities (0.045-0.130%) of taxol and other useful taxanes including 10-deacetylbaccatin III and brevifoliol. Spectroscopic reexamination of brevifoliol indicates that its structure must be revised to 11. This makes brevifoliol and recently reported taxchinin A (12) close molecular relatives.

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A reinvestigation of the taxol content of himalayan taxus wallichiana zucc. and a revision of the structure of brevifoliol.

Abstract

Bibliographical note

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