Salvinicins A and B, new neoclerodane diterpenes from Salvia divinorum

Wayne W. Harding; Kevin Tidgewell; Matthew Schmidt; Kushal Shah; Christina M. Dersch; John Snyder; Damon Parrish; Jeffrey R. Deschamps; Richard B. Rothman; Thomas E. Prisinzano

doi:10.1021/ol0510522

Salvinicins A and B, new neoclerodane diterpenes from Salvia divinorum

Wayne W. Harding
, Kevin Tidgewell
, Matthew Schmidt
, Kushal Shah
, Christina M. Dersch
, John Snyder
, Damon Parrish
, Jeffrey R. Deschamps
, Richard B. Rothman
, Thomas E. Prisinzano

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

61 Scopus citations

Abstract

(Chemical Equation Presented) Two new neoclerodane diterpenes, salvinicins A (4) and B (5), were isolated from the dried leaves of Salvia divinorum. The structures of these compounds were elucidated by spectroscopic techniques, including ¹H and ¹³C NMR, NOESY, HMQC, and HMBC. The absolute stereochemistry of these compounds was assigned on the basis of single-crystal X-ray crystallographic analysis of salvinicin A (4) and a 3,4-dichlorobenzoate derivative of salvinorin B.

Original language	English
Pages (from-to)	3017-3020
Number of pages	4
Journal	Organic Letters
Volume	7
Issue number	14
DOIs	https://doi.org/10.1021/ol0510522
State	Published - Jul 7 2005

Funding

Funders

Funder number

Author National Institute on Drug Abuse DA031791 Mark J Ferris National Institute on Drug Abuse DA006634 Mark J Ferris National Institute on Alcohol Abuse and Alcoholism AA026117 Mark J Ferris National Institute on Alcohol Abuse and Alcoholism AA028162 Elizabeth G Pitts National Institute of General Medical Sciences GM102773 Elizabeth G Pitts Peter McManus Charitable Trust Mark J Ferris National Institute on Drug Abuse

Z01DA000121

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol0510522

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title = "Salvinicins A and B, new neoclerodane diterpenes from Salvia divinorum",

abstract = "(Chemical Equation Presented) Two new neoclerodane diterpenes, salvinicins A (4) and B (5), were isolated from the dried leaves of Salvia divinorum. The structures of these compounds were elucidated by spectroscopic techniques, including 1H and 13C NMR, NOESY, HMQC, and HMBC. The absolute stereochemistry of these compounds was assigned on the basis of single-crystal X-ray crystallographic analysis of salvinicin A (4) and a 3,4-dichlorobenzoate derivative of salvinorin B.",

author = "Harding, \{Wayne W.\} and Kevin Tidgewell and Matthew Schmidt and Kushal Shah and Dersch, \{Christina M.\} and John Snyder and Damon Parrish and Deschamps, \{Jeffrey R.\} and Rothman, \{Richard B.\} and Prisinzano, \{Thomas E.\}",

year = "2005",

month = jul,

day = "7",

doi = "10.1021/ol0510522",

language = "English",

volume = "7",

pages = "3017--3020",

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T1 - Salvinicins A and B, new neoclerodane diterpenes from Salvia divinorum

AU - Harding, Wayne W.

AU - Tidgewell, Kevin

AU - Schmidt, Matthew

AU - Shah, Kushal

AU - Dersch, Christina M.

AU - Snyder, John

AU - Parrish, Damon

AU - Deschamps, Jeffrey R.

AU - Rothman, Richard B.

AU - Prisinzano, Thomas E.

PY - 2005/7/7

Y1 - 2005/7/7

N2 - (Chemical Equation Presented) Two new neoclerodane diterpenes, salvinicins A (4) and B (5), were isolated from the dried leaves of Salvia divinorum. The structures of these compounds were elucidated by spectroscopic techniques, including 1H and 13C NMR, NOESY, HMQC, and HMBC. The absolute stereochemistry of these compounds was assigned on the basis of single-crystal X-ray crystallographic analysis of salvinicin A (4) and a 3,4-dichlorobenzoate derivative of salvinorin B.

AB - (Chemical Equation Presented) Two new neoclerodane diterpenes, salvinicins A (4) and B (5), were isolated from the dried leaves of Salvia divinorum. The structures of these compounds were elucidated by spectroscopic techniques, including 1H and 13C NMR, NOESY, HMQC, and HMBC. The absolute stereochemistry of these compounds was assigned on the basis of single-crystal X-ray crystallographic analysis of salvinicin A (4) and a 3,4-dichlorobenzoate derivative of salvinorin B.

UR - https://www.scopus.com/pages/publications/22244466770

UR - https://www.scopus.com/pages/publications/22244466770#tab=citedBy

U2 - 10.1021/ol0510522

DO - 10.1021/ol0510522

M3 - Article

C2 - 15987194

AN - SCOPUS:22244466770

SN - 1523-7060

VL - 7

SP - 3017

EP - 3020

JO - Organic Letters

JF - Organic Letters

IS - 14

ER -

Salvinicins A and B, new neoclerodane diterpenes from Salvia divinorum

Abstract

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