Large-scale purification of 13-dehydroxybaccatin III and 10-deacetylpaclitaxel, semi-synthetic precursors of paclitaxel, from cell cultures of Taxus chinensis
(2006) In Journal of chromatography. A 1123(1). p.15-21- Abstract
- The taxane derivatives 13-dehydroxybaccatin III (13-DHB III) and 10-deacetylpaclitaxel (10-DAP) can be used as semi-synthetic precursors of paclitaxel. These precursors were isolated in a simple and economical procedure during purification of paclitaxel from plant cell culture extracts. No additional costs for cell culture or extraction by silica-gel low-pressure chromatography were incurred. Precipitation from dichloromethane/n-hexane followed by HPLC on ODS and silica-gel resins resulted in paclitaxel of 99.5% purity with 80% overall yield. ODS low-pressure chromatography and THF/n-hexane precipitation yielded 13-dehydroxybaccatin III at >99% purity with 87.1% overall yield, and ODS low-pressure chromatography alone yielded... (More)
- The taxane derivatives 13-dehydroxybaccatin III (13-DHB III) and 10-deacetylpaclitaxel (10-DAP) can be used as semi-synthetic precursors of paclitaxel. These precursors were isolated in a simple and economical procedure during purification of paclitaxel from plant cell culture extracts. No additional costs for cell culture or extraction by silica-gel low-pressure chromatography were incurred. Precipitation from dichloromethane/n-hexane followed by HPLC on ODS and silica-gel resins resulted in paclitaxel of 99.5% purity with 80% overall yield. ODS low-pressure chromatography and THF/n-hexane precipitation yielded 13-dehydroxybaccatin III at >99% purity with 87.1% overall yield, and ODS low-pressure chromatography alone yielded 10-deacetylpaclitaxel at >90% purity with 93.4% overall yield. These compounds are of sufficient purity for use in semi-synthesis of paclitaxel. Both compounds were obtained in high yield at >99.5% purity using ODS-HPLC. The procedures described allow the simultaneous purification of 13-dehydroxybaccatin III, 10-deacetylpaclitaxel, and paclitaxel with only minimal additional expense for reagents or equipment. (Less)
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/8fcd6118-9509-4014-8292-62cdc64bd6b1
- author
- Pyo, Sang-Hyun LU ; Choi, Ho-Jun and Han, Byung-Hee
- publishing date
- 2006-08-04
- type
- Contribution to journal
- publication status
- published
- keywords
- 13-Dehydroxybaccatin III, 10-Deacetylpaclitaxel, Paclitaxel, Purification, Chromatography, Semi-synthesis
- in
- Journal of chromatography. A
- volume
- 1123
- issue
- 1
- pages
- 15 - 21
- publisher
- Elsevier
- external identifiers
-
- scopus:33745698200
- ISSN
- 0021-9673
- DOI
- 10.1016/j.chroma.2006.04.093
- language
- English
- LU publication?
- no
- id
- 8fcd6118-9509-4014-8292-62cdc64bd6b1
- date added to LUP
- 2024-12-28 10:34:35
- date last changed
- 2025-01-16 12:45:58
@article{8fcd6118-9509-4014-8292-62cdc64bd6b1,
abstract = {{The taxane derivatives 13-dehydroxybaccatin III (13-DHB III) and 10-deacetylpaclitaxel (10-DAP) can be used as semi-synthetic precursors of paclitaxel. These precursors were isolated in a simple and economical procedure during purification of paclitaxel from plant cell culture extracts. No additional costs for cell culture or extraction by silica-gel low-pressure chromatography were incurred. Precipitation from dichloromethane/n-hexane followed by HPLC on ODS and silica-gel resins resulted in paclitaxel of 99.5% purity with 80% overall yield. ODS low-pressure chromatography and THF/n-hexane precipitation yielded 13-dehydroxybaccatin III at >99% purity with 87.1% overall yield, and ODS low-pressure chromatography alone yielded 10-deacetylpaclitaxel at >90% purity with 93.4% overall yield. These compounds are of sufficient purity for use in semi-synthesis of paclitaxel. Both compounds were obtained in high yield at >99.5% purity using ODS-HPLC. The procedures described allow the simultaneous purification of 13-dehydroxybaccatin III, 10-deacetylpaclitaxel, and paclitaxel with only minimal additional expense for reagents or equipment.}},
author = {{Pyo, Sang-Hyun and Choi, Ho-Jun and Han, Byung-Hee}},
issn = {{0021-9673}},
keywords = {{13-Dehydroxybaccatin III; 10-Deacetylpaclitaxel; Paclitaxel; Purification; Chromatography; Semi-synthesis}},
language = {{eng}},
month = {{08}},
number = {{1}},
pages = {{15--21}},
publisher = {{Elsevier}},
series = {{Journal of chromatography. A}},
title = {{Large-scale purification of 13-dehydroxybaccatin III and 10-deacetylpaclitaxel, semi-synthetic precursors of paclitaxel, from cell cultures of <i>Taxus chinensis</i>}},
url = {{http://dx.doi.org/10.1016/j.chroma.2006.04.093}},
doi = {{10.1016/j.chroma.2006.04.093}},
volume = {{1123}},
year = {{2006}},
}