THE STRUCTURE OF JERVINE. II.<sup>1</sup> DEGRADATION TO PERHYDROBENZFLUORENE DERIVATIVES

Fried, Josef; Wintersteiner, O.; Moore, M. S.; Iselin, B.; Klingsberg, Anna

doi:10.1021/ja01150a544

Cited by 31 publications

(6 citation statements)

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“…After the addition of a trace of picric acid, the benzene was removed at the water pump. An equal volume of hexane was added to the residue, and, after cooling in crushed ice, 6 g. of a white solid, m.p. 109-110°, was filtered off.…”

mentioning

confidence: 99%

p-Vinylacetophenone: The Disproportionation of p-Acetophenylmethylcarbinol¹

Williams¹

1953

J. Am. Chem. Soc.

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confidence: 99%

p-Vinylacetophenone: The Disproportionation of p-Acetophenylmethylcarbinol¹

Williams¹

1953

J. Am. Chem. Soc.

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“…Kansuinone (243), a rearranged euphane triterpenoid with a spiro [5,6]-ring system from Euphorbia kansui roots, showed inhibitory activity against 11β-HSD1 [167]. A B-ring-contracted spirostane, leontogenin, 25(R)-B-nor(7)-6β-formyl-spirostane-3β,5β-diol (244), was isolated from an acid hydrolysate extract of Tacca leontopetaloides leaves [168].…”

Section: B-norsteroids and Triterpenoids Derived From Terrestrial Sou...mentioning

confidence: 99%

“…Petilium raddeana yielded steroidal alkaloids edpetiline (367) and edpetine (368) [240,241]. Jervine (369) and veratramine (370), and C-nor-D-homo-steroids 371-377, were found in Veratrum species and are known for their teratogenic effects, while some veratrum alkaloids have hypotensive applications [242][243][244][245]. Fischeriana A (378, structures in Figure 14), a meroterpenoid from Euphorbia fischeriana, showed antitumor activities [246], and two C-nor-D-homo-estrones (379 and 380) were discovered in the Solanum family [245].…”

Section: C-norsteroids Derived From Plant Speciesmentioning

confidence: 99%

Naturally Occurring Norsteroids and Their Design and Pharmaceutical Application

Dembitsky

2024

Biomedicines

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The main focus of this review is to introduce readers to the fascinating class of lipid molecules known as norsteroids, exploring their distribution across various biotopes and their biological activities. The review provides an in-depth analysis of various modified steroids, including A, B, C, and D-norsteroids, each characterized by distinct structural alterations. These modifications, which range from the removal of specific methyl groups to changes in the steroid core, result in unique molecular architectures that significantly impact their biological activity and therapeutic potential. The discussion on A, B, C, and D-norsteroids sheds light on their unique configurations and how these structural modifications influence their pharmacological properties. The review also presents examples from natural sources that produce a diverse array of steroids with distinct structures, including the aforementioned A, B, C, and D-nor variants. These compounds are sourced from marine organisms like sponges, soft corals, and starfish, as well as terrestrial entities such as plants, fungi, and bacteria. The exploration of these steroids encompasses their biosynthesis, ecological significance, and potential medical applications, highlighting a crucial area of interest in pharmacology and natural product chemistry. The review emphasizes the importance of researching these steroids for drug development, particularly in addressing diseases where conventional medications are inadequate or for conditions lacking sufficient therapeutic options. Examples of norsteroid synthesis are provided to illustrate the practical applications of this research.

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“…Kansuinone (243), a rearranged euphane triterpenoid with a spiro [5,6] ring system from Euphorbia kansui roots, showed inhibitory activity against 11β-HSD1 [167]. A B-ring contracted spirostane, leontogenin, 25(R)-B-nor(7)-6β-formylspirostane-3β,5β-diol (244), was isolated from an acid hydrolysate extract of Tacca leontopetaloides leaves [168].…”

Section: B-nor Steroids and Triterpenoids Derived From Terrestrial So...mentioning

confidence: 99%

Naturally Occurring Nor-Steroids and Their Design and Pharmaceutical Application

Dembitsky

2024

Preprint

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The main focus of this review is to introduce readers to the fascinating class of lipid molecules known as norsteroids, exploring their distribution across various biotopes and their biological activities. The review provides an in-depth analysis of various modified steroids, including A, B, C, and D-norsteroids, each characterized by distinct structural alterations. These modifications, which range from the removal of specific methyl groups to changes in the steroid core, result in unique molecular architectures that significantly impact their biological activity and therapeutic potential. The discussion on A, B, C, and D-norsteroids sheds light on their unique configurations and how these structural modifications influence their pharmacological properties. The review also presents examples from natural sources that produce a diverse array of steroids with distinct structures, including the aforementioned A, B, C, and D-nor variants. These compounds, sourced from marine organisms like sponges, soft corals and starfish, as well as terrestrial entities such as plants, fungi, and bacteria. The exploration of these steroids encompasses their biosynthesis, ecological significance, and potential medical applications, highlighting a crucial area of interest in pharmacology and natural product chemistry. The review emphasizes the importance of researching these steroids for drug development, particularly in addressing diseases where conventional medications are inadequate or for conditions lacking sufficient therapeutic options. Examples of norsteroid synthesis are provided to illustrate the practical applications of this research.

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THE STRUCTURE OF JERVINE. II.¹ DEGRADATION TO PERHYDROBENZFLUORENE DERIVATIVES

Cited by 31 publications

References 0 publications

p-Vinylacetophenone: The Disproportionation of p-Acetophenylmethylcarbinol¹

p-Vinylacetophenone: The Disproportionation of p-Acetophenylmethylcarbinol¹

Naturally Occurring Norsteroids and Their Design and Pharmaceutical Application

Naturally Occurring Nor-Steroids and Their Design and Pharmaceutical Application

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THE STRUCTURE OF JERVINE. II.1 DEGRADATION TO PERHYDROBENZFLUORENE DERIVATIVES

Cited by 31 publications

References 0 publications

p-Vinylacetophenone: The Disproportionation of p-Acetophenylmethylcarbinol1

p-Vinylacetophenone: The Disproportionation of p-Acetophenylmethylcarbinol1

Naturally Occurring Norsteroids and Their Design and Pharmaceutical Application

Naturally Occurring Nor-Steroids and Their Design and Pharmaceutical Application

Contact Info

Product

Resources

About

THE STRUCTURE OF JERVINE. II.¹ DEGRADATION TO PERHYDROBENZFLUORENE DERIVATIVES

p-Vinylacetophenone: The Disproportionation of p-Acetophenylmethylcarbinol¹

p-Vinylacetophenone: The Disproportionation of p-Acetophenylmethylcarbinol¹