Phorbol Rearrangements

Research output: Contribution to journal › Journal article › peer-review

Standard

Phorbol Rearrangements. / Zimmermann, Tomas; Franzyk, Henrik; Christensen, Søren Brøgger.

In: Journal of Natural Products, Vol. 81, No. 9, 28.09.2018, p. 2134-2137.

Research output: Contribution to journal › Journal article › peer-review

Harvard

Zimmermann, T, Franzyk, H & Christensen, SB 2018, 'Phorbol Rearrangements', Journal of Natural Products, vol. 81, no. 9, pp. 2134-2137. https://doi.org/10.1021/acs.jnatprod.8b00607

APA

Zimmermann, T., Franzyk, H., & Christensen, S. B. (2018). Phorbol Rearrangements. Journal of Natural Products, 81(9), 2134-2137. https://doi.org/10.1021/acs.jnatprod.8b00607

Vancouver

Zimmermann T, Franzyk H, Christensen SB. Phorbol Rearrangements. Journal of Natural Products. 2018 Sep 28;81(9):2134-2137. https://doi.org/10.1021/acs.jnatprod.8b00607

Author

Zimmermann, Tomas ; Franzyk, Henrik ; Christensen, Søren Brøgger. / Phorbol Rearrangements. In: Journal of Natural Products. 2018 ; Vol. 81, No. 9. pp. 2134-2137.

Bibtex

@article{cd6751d572b54151982c4d40852346f7,
title = "Phorbol Rearrangements",
abstract = "An alternative procedure for isolation of 4β-phorbol from seeds of Croton tiglium has been developed, and anartifact containing a furan ring formed by rearrangement of 12,13,20-O-triacylated phorbol derivatives into (6bS,7R,8R,8aS)-2-(hydroxymethyl)-5,7,9,9-tetramethyl-3,7,8,9,9a,9b-hexahydrocyclopropa[3′,4′]benzo[1′,2′:3,4]cyclohepta[1,2-b]furan-6b,8,8atriol(8a) has been characterized. A mechanism involving an oxidative rearrangement and a decarboxylation for formation of theartifact is proposed.",
keywords = "Former Faculty of Pharmaceutical Sciences",
author = "Tomas Zimmermann and Henrik Franzyk and Christensen, {S{\o}ren Br{\o}gger}",
year = "2018",
month = sep,
day = "28",
doi = "10.1021/acs.jnatprod.8b00607",
language = "English",
volume = "81",
pages = "2134--2137",
journal = "Journal of Natural Products",
issn = "0163-3864",
publisher = "American Chemical Society",
number = "9",

}

RIS

TY - JOUR

T1 - Phorbol Rearrangements

AU - Zimmermann, Tomas

AU - Franzyk, Henrik

AU - Christensen, Søren Brøgger

PY - 2018/9/28

Y1 - 2018/9/28

N2 - An alternative procedure for isolation of 4β-phorbol from seeds of Croton tiglium has been developed, and anartifact containing a furan ring formed by rearrangement of 12,13,20-O-triacylated phorbol derivatives into (6bS,7R,8R,8aS)-2-(hydroxymethyl)-5,7,9,9-tetramethyl-3,7,8,9,9a,9b-hexahydrocyclopropa[3′,4′]benzo[1′,2′:3,4]cyclohepta[1,2-b]furan-6b,8,8atriol(8a) has been characterized. A mechanism involving an oxidative rearrangement and a decarboxylation for formation of theartifact is proposed.

AB - An alternative procedure for isolation of 4β-phorbol from seeds of Croton tiglium has been developed, and anartifact containing a furan ring formed by rearrangement of 12,13,20-O-triacylated phorbol derivatives into (6bS,7R,8R,8aS)-2-(hydroxymethyl)-5,7,9,9-tetramethyl-3,7,8,9,9a,9b-hexahydrocyclopropa[3′,4′]benzo[1′,2′:3,4]cyclohepta[1,2-b]furan-6b,8,8atriol(8a) has been characterized. A mechanism involving an oxidative rearrangement and a decarboxylation for formation of theartifact is proposed.

KW - Former Faculty of Pharmaceutical Sciences

U2 - 10.1021/acs.jnatprod.8b00607

DO - 10.1021/acs.jnatprod.8b00607

M3 - Journal article

C2 - 30216064

VL - 81

SP - 2134

EP - 2137

JO - Journal of Natural Products

JF - Journal of Natural Products

SN - 0163-3864

IS - 9

ER -

ID: 202426226