SERCA-inhibiting activity of C-19 terpenolides from Thapsia garganica and their possible biogenesis.

Giovanni Appendino; Simona Prosperini; Carola Valdivia; Mauro Ballero; Giampiero Colombano; Richard A. Billington; Armando A. Genazzani; Olov Sterner

doi:10.1021/np050115m

SERCA-inhibiting activity of C-19 terpenolides from Thapsia garganica and their possible biogenesis.

Giovanni Appendino^*
, Simona Prosperini
, Carola Valdivia
, Mauro Ballero
, Giampiero Colombano
, Richard A. Billington
, Armando A. Genazzani
, Olov Sterner

^*Corresponding author for this work

School of Biological and Marine Sciences

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

Abstract

An investigation of Thapsia garganica afforded a series of tetracyclic C-19 dilactones, whose production was dependent on the time and location of the collection. These unusual tetrahomosesquiterpenoids are presumably biosynthesized via a carbon dioxide-triggered electrophilic polyolefin cyclization. Despite the structural differences with thapsigargin, these compounds showed SERCA-inhibiting properties.

Original language	English
Pages (from-to)	1213-1217
Number of pages	0
Journal	J Nat Prod
Volume	68
Issue number	8
DOIs	https://doi.org/10.1021/np050115m
Publication status	Published - Aug 2005

Keywords

Animals
Apiaceae
Calcium-Transporting ATPases
Enzyme Inhibitors
Molecular Structure
Nuclear Magnetic Resonance
Biomolecular
Plants
Medicinal
Sarcoplasmic Reticulum Calcium-Transporting ATPases
Sea Urchins
Stereoisomerism
Thapsigargin

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10.1021/np050115m

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title = "SERCA-inhibiting activity of C-19 terpenolides from Thapsia garganica and their possible biogenesis.",

abstract = "An investigation of Thapsia garganica afforded a series of tetracyclic C-19 dilactones, whose production was dependent on the time and location of the collection. These unusual tetrahomosesquiterpenoids are presumably biosynthesized via a carbon dioxide-triggered electrophilic polyolefin cyclization. Despite the structural differences with thapsigargin, these compounds showed SERCA-inhibiting properties.",

keywords = "Animals, Apiaceae, Calcium-Transporting ATPases, Enzyme Inhibitors, Molecular Structure, Nuclear Magnetic Resonance, Biomolecular, Plants, Medicinal, Sarcoplasmic Reticulum Calcium-Transporting ATPases, Sea Urchins, Stereoisomerism, Thapsigargin",

author = "Giovanni Appendino and Simona Prosperini and Carola Valdivia and Mauro Ballero and Giampiero Colombano and Billington, \{Richard A.\} and Genazzani, \{Armando A.\} and Olov Sterner",

year = "2005",

month = aug,

doi = "10.1021/np050115m",

language = "English",

volume = "68",

pages = "1213--1217",

journal = "J Nat Prod",

issn = "0163-3864",

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TY - JOUR

T1 - SERCA-inhibiting activity of C-19 terpenolides from Thapsia garganica and their possible biogenesis.

AU - Appendino, Giovanni

AU - Prosperini, Simona

AU - Valdivia, Carola

AU - Ballero, Mauro

AU - Colombano, Giampiero

AU - Billington, Richard A.

AU - Genazzani, Armando A.

AU - Sterner, Olov

PY - 2005/8

Y1 - 2005/8

N2 - An investigation of Thapsia garganica afforded a series of tetracyclic C-19 dilactones, whose production was dependent on the time and location of the collection. These unusual tetrahomosesquiterpenoids are presumably biosynthesized via a carbon dioxide-triggered electrophilic polyolefin cyclization. Despite the structural differences with thapsigargin, these compounds showed SERCA-inhibiting properties.

AB - An investigation of Thapsia garganica afforded a series of tetracyclic C-19 dilactones, whose production was dependent on the time and location of the collection. These unusual tetrahomosesquiterpenoids are presumably biosynthesized via a carbon dioxide-triggered electrophilic polyolefin cyclization. Despite the structural differences with thapsigargin, these compounds showed SERCA-inhibiting properties.

KW - Animals

KW - Apiaceae

KW - Calcium-Transporting ATPases

KW - Enzyme Inhibitors

KW - Molecular Structure

KW - Nuclear Magnetic Resonance

KW - Biomolecular

KW - Plants

KW - Medicinal

KW - Sarcoplasmic Reticulum Calcium-Transporting ATPases

KW - Sea Urchins

KW - Stereoisomerism

KW - Thapsigargin

U2 - 10.1021/np050115m

DO - 10.1021/np050115m

M3 - Article

SN - 0163-3864

VL - 68

SP - 1213

EP - 1217

JO - J Nat Prod

JF - J Nat Prod

IS - 8

ER -

SERCA-inhibiting activity of C-19 terpenolides from Thapsia garganica and their possible biogenesis.

Abstract

Keywords

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