OBERTI JUAN CARLOS MARÍA
Capítulos de libros
Título:
Withanolides and related steroids
Autor/es:
MISICO R.I.; NICOTRA V.E,; OBERTI, J.C.; BARBOZA, G.E.; GIL, R.R.; BURTON, G.
Libro:
Progress in the Chemistry of Organic Natural Products
Editorial:
Springer Wien New York
Referencias:
Lugar: New York; Año: 2011; p. 127 - 229
Resumen:

Abstract Since the isolation of the first withanolides in the mid-1960s, over 600 new members of this group

of compounds have been described, with most from genera of the plant family Solanaceae. The basic

structure of withaferin A, a C28 ergostane with a modified side chain forming a d-lactone between

carbons 22 and 26, was considered for many years the basic template for the withanolides. Nowadays, a

considerable number of related structures are also considered part of the withanolide class; among them are

those containing g-lactones in the side chain that have come to be at least as common as the d-lactones. The

reduced versions (g and d-lactols) are also known. Further structural variations include modified skeletons

(including C27 compounds), aromatic rings and additional rings, which may coexist in a single plant

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

(including C27 compounds), aromatic rings and additional rings, which may coexist in a single plant

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

reduced versions (g and d-lactols) are also known. Further structural variations include modified skeletons

(including C27 compounds), aromatic rings and additional rings, which may coexist in a single plant

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

(including C27 compounds), aromatic rings and additional rings, which may coexist in a single plant

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

carbons 22 and 26, was considered for many years the basic template for the withanolides. Nowadays, a

considerable number of related structures are also considered part of the withanolide class; among them are

those containing g-lactones in the side chain that have come to be at least as common as the d-lactones. The

reduced versions (g and d-lactols) are also known. Further structural variations include modified skeletons

(including C27 compounds), aromatic rings and additional rings, which may coexist in a single plant

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

(including C27 compounds), aromatic rings and additional rings, which may coexist in a single plant

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

reduced versions (g and d-lactols) are also known. Further structural variations include modified skeletons

(including C27 compounds), aromatic rings and additional rings, which may coexist in a single plant

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

(including C27 compounds), aromatic rings and additional rings, which may coexist in a single plant

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

of compounds have been described, with most from genera of the plant family Solanaceae. The basic

structure of withaferin A, a C28 ergostane with a modified side chain forming a d-lactone between

carbons 22 and 26, was considered for many years the basic template for the withanolides. Nowadays, a

considerable number of related structures are also considered part of the withanolide class; among them are

those containing g-lactones in the side chain that have come to be at least as common as the d-lactones. The

reduced versions (g and d-lactols) are also known. Further structural variations include modified skeletons

(including C27 compounds), aromatic rings and additional rings, which may coexist in a single plant

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

(including C27 compounds), aromatic rings and additional rings, which may coexist in a single plant

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

reduced versions (g and d-lactols) are also known. Further structural variations include modified skeletons

(including C27 compounds), aromatic rings and additional rings, which may coexist in a single plant

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

(including C27 compounds), aromatic rings and additional rings, which may coexist in a single plant

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

carbons 22 and 26, was considered for many years the basic template for the withanolides. Nowadays, a

considerable number of related structures are also considered part of the withanolide class; among them are

those containing g-lactones in the side chain that have come to be at least as common as the d-lactones. The

reduced versions (g and d-lactols) are also known. Further structural variations include modified skeletons

(including C27 compounds), aromatic rings and additional rings, which may coexist in a single plant

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

(including C27 compounds), aromatic rings and additional rings, which may coexist in a single plant

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

reduced versions (g and d-lactols) are also known. Further structural variations include modified skeletons

(including C27 compounds), aromatic rings and additional rings, which may coexist in a single plant

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

(including C27 compounds), aromatic rings and additional rings, which may coexist in a single plant

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

Since the isolation of the first withanolides in the mid-1960s, over 600 new members of this group

of compounds have been described, with most from genera of the plant family Solanaceae. The basic

structure of withaferin A, a C28 ergostane with a modified side chain forming a d-lactone between

carbons 22 and 26, was considered for many years the basic template for the withanolides. Nowadays, a

considerable number of related structures are also considered part of the withanolide class; among them are

those containing g-lactones in the side chain that have come to be at least as common as the d-lactones. The

reduced versions (g and d-lactols) are also known. Further structural variations include modified skeletons

(including C27 compounds), aromatic rings and additional rings, which may coexist in a single plant

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

(including C27 compounds), aromatic rings and additional rings, which may coexist in a single plant

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

reduced versions (g and d-lactols) are also known. Further structural variations include modified skeletons

(including C27 compounds), aromatic rings and additional rings, which may coexist in a single plant

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

(including C27 compounds), aromatic rings and additional rings, which may coexist in a single plant

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

carbons 22 and 26, was considered for many years the basic template for the withanolides. Nowadays, a

considerable number of related structures are also considered part of the withanolide class; among them are

those containing g-lactones in the side chain that have come to be at least as common as the d-lactones. The

reduced versions (g and d-lactols) are also known. Further structural variations include modified skeletons

(including C27 compounds), aromatic rings and additional rings, which may coexist in a single plant

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

(including C27 compounds), aromatic rings and additional rings, which may coexist in a single plant

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected. Withania

relationships among those withanolides may be inferred from the structural variations detected. Withania

species. Seasonal and geographical variations have also been described in the concentration levels and

types of withanolides that may occur, especially in the Jaborosa and Salpichroa genera, and biogenetic

relationships among those withanolides may be inferred from the structural variations detected.