On the biosyntheses of artemisia ketone and bakuchiol
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Artemisia ketone is formed by a non-standard head-to-middle condensation of DMAPP, which is thought to proceed via chrysanthemyl pyrophosphate, an intermediate containing a three-membered ring.
“Artemisia ketone (276) is formed by a non-standard “head-to-middle” condensation of DMAPP [104,122,123,124,125,126], which is thought to proceed as shown in Scheme 2 via chrysanthemyl pyrophosphate, an intermediate containing a three-membered ring.”
From The Biosynthesis of Artemisinin (Qinghaosu) and the Phytochemistry of Artemisia annua L. (Qinghao) (2010) · cites this paper as [125]
Cites
Tauber, H. (1956) · Journal of the American Chemical Society · doi:10.1021/ja01594a086 · Cited by 1,739 · see citing works
A survey of some irregular monoterpenes and their biogenetic analogies to presqualene alcohol
Epstein, W. W., & Poulter, C. D. (1973) · Phytochemistry · doi:10.1016/0031-9422(73)80670-3 · Cited by 69 · see citing works
Mechanism of squalene biosynthesis. Presqualene, a pyrophosphorylated precursor to squalene
Rilling, H. C., & Epstein, W. W. (1969) · Journal of the American Chemical Society · doi:10.1021/ja01032a052 · Cited by 51 · see citing works
Bakuchiol, a novel monoterpenoid
Mehta, G., Nayak, U. R., & Dev, S. (1966) · Tetrahedron Letters · doi:10.1016/s0040-4039(00)70078-5 · Cited by 48 · see citing works
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[66] Enzymes in sterol biogenesis
Tchen, T. T. (1962) · Methods in enzymology on CD-ROM/Methods in enzymology · doi:10.1016/s0076-6879(62)05266-0 · Cited by 13 · see citing works
Biosynthesis of Artemisia Ketone
BANTHORPE, D. V., & Charlwood, B. V. (1971) · Nature New Biology · doi:10.1038/newbio231285a0 · Cited by 13 · see citing works
A Simple Procedure for the Preparation of 2-(1-Hydroxyethyl)thiamine Chloride Hydrochloride
Risinger, G. E., Gore, W. E., & PULVER, K. (1974) · Synthesis · doi:10.1055/s-1974-23394 · Cited by 12 · see citing works
Self-citationTHE BIOSYNTHESIS OF A NON-HEAD TO TAIL MONOTERPENE, ARTEMISIA KETONE
Suga, T., Shishibori, T., Kotera, K., & Fujii, R. (1972) · Chemistry Letters · doi:10.1246/cl.1972.533 · Cited by 10 · see citing works
Squalene biosynthesis: on the mechanism of the reductive dimerization of farnesyl pyrophosphate.
Risinger, G. E., & Durst, H. D. (1968) · Tetrahedron Letters · doi:10.1016/s0040-4039(00)89571-4 · Cited by 2 · see citing works
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The Biosynthesis of Artemisinin (Qinghaosu) and the Phytochemistry of Artemisia annua L. (Qinghao)
Brown, G. D. (2010) · Molecules · doi:10.3390/molecules15117603 · Cited by 363 · see citing works
Artemisia annua L.: a source of novel antimalarial drugs
Woerdenbag, H. J., Lugt, C., & Pras, N. (1990) · Pharmacy World & Science · doi:10.1007/bf01980041 · Cited by 73 · see citing works
Mascarenhas‐Melo, F., Ribeiro, M. M., Kahkesh, K. H., Parida, S., Pawar, K. D., Velsankar, K., Jha, N. K., Damiri, F., Costa, G., Veiga, F., et al. (2024) · Phytochemistry Reviews · doi:10.1007/s11101-024-09926-y · Cited by 29 · see citing works
Biosynthesis of bakuchiol from cinnamic and p-coumaric acids
Banerji, A., & Chintalwar, G. J. (1984) · Phytochemistry · doi:10.1016/s0031-9422(00)83449-4 · Cited by 18 · see citing works
Karimian, K., Mohanazadeh, F., & Rezai, S. (1983) · Journal of Heterocyclic Chemistry · doi:10.1002/jhet.5570200457 · Cited by 14 · see citing works
Self-citationDe Novo Biosynthesis of a Bioactive Meroterpene Bakuchiol in Yeast
Zheng, Y.-L., Xu, Y., Liu, Y., Zhao, Q., & Li, Y. (2024) · ACS Synthetic Biology · doi:10.1021/acssynbio.4c00416 · Cited by 12 · see citing works
Two homoallyl/cyclopropylalkyl rearrangements accompanying a Wolff–Kishner type reduction
Schlosser, M., & Zellner, A. (2001) · Tetrahedron Letters · doi:10.1016/s0040-4039(01)01127-3 · Cited by 5 · see citing works
Intramolecular cyclisation of α,β-epoxy-artemisia ketone
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- Authors
- Risinger, G. E., Karimian, K., Jungk, S., & Simpson, J. B.
- Affiliations
- Louisiana State University (US)
- ORCID
- Karimian, K.
- Venue
- Experientia
- Published
- 1978-09
- Volume
- 34
- Issue
- 9
- Pages
- 1121-1122
- ISSN
- 1420-682X (ISSN-L)
- 0014-4754
- 1420-9071
- OpenAlex
- W1987378564
- Cited by
- 11
- References
- 10
- Citations by year
- 2024: 2
- FWCI
- 0.00
- Type
- journal article
- Language
- en
- Open access
- closed
- Licence
- www.springer.com/tdm (tdm)
- Locations
- Cellular and Molecular Life Sciences (publishedVersion)
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Plant biochemistry and biosynthesis
- Health Sciences › Medicine › Pharmacology › Microbial Natural Products and Biosynthesis
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Cancer Research › Sesquiterpenes and Asteraceae Studies
- Keywords
- artemisia ketone, bakuchiol, terpene biosynthesis, biosynthetic pathway, Artemisia
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