Synthesis of D-nor-desoxycorticosterone acetate

Mateos, J. L.; Pozas, Rocío

doi:10.1016/0039-128x(63)90030-8

Cited by 7 publications

(6 citation statements)

References 7 publications

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“…The absence of naturally occurring D-norsteroids with a decreased D ring suggests that such structures may not have a role or advantage in biological systems, or they could be less efficient in carrying out the necessary biological functions. The diversity of chemical During the 1960s and 1970s, significant research was conducted on the synthesis of D-norsteroids (423-432) incorporating a cyclobutane fragment, investigating their potential as hormonal drugs for reproductive system conditions, hypertension, and various cancers [265][266][267][268][269][270][271][272][273][274].…”

Section: D-norsteroidsmentioning

confidence: 99%

“…Reproductive system conditions, hypertension, and anticancer activity [265][266][267][268][269][270][271][272][273][274]…”

Section: -432mentioning

confidence: 99%

“…The 16-diazo group has been replaced by Starting with androst-5-en-3β-ol-17-one (626), the corresponding androst-5-en-16diazo-17-one (627) was synthesized. Irradiation of this diazo compound caused contraction of the D ring, leading to the production of D-nor carboxylic acids (628 and 629) [272,398].…”

Section: Scheme 1 Synthesis Of A-norsteroidsmentioning

confidence: 99%

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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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Section: D-norsteroidsmentioning

confidence: 99%

“…Reproductive system conditions, hypertension, and anticancer activity [265][266][267][268][269][270][271][272][273][274]…”

Section: -432mentioning

confidence: 99%

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Naturally Occurring Norsteroids and Their Design and Pharmaceutical Application

Dembitsky

2024

Biomedicines

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“…During the 1960s and 1970s, significant research was conducted on the synthesis of D-nor steroids (423-432) incorporating the cyclobutane fragment, investigating their potential as hormonal drugs for reproductive system conditions, hypertension, and various cancers [265][266][267][268][269][270][271][272][273][274].…”

Section: D-nor Steroidsmentioning

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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“…Anal. Caled, for CisHnClNsCh: C,62.65;H,4.96;Cl,10.30; N, 8.12. Found: C,62.71;,5.01;Cl,10.25;N,8.15. 6-Chloro-2-methyl-4-phenylquinazolme (III).…”

mentioning

confidence: 99%