Strategies for the Synthesis of 19-nor-Vitamin D Analogs

Enzymatic Desymmetrization of 19-nor -Vitamin D3 A-Ring Synthon Precursor: Synthesis, Structure Elucidation, and Biological Activity of 1α,25-Dihydroxy-3-epi -19-nor -vitamin D3 and 1β,25-Dihydroxy-19-nor -vitamin D3

(2018) Tania González-García et al.   ADVANCED SYNTHESIS & CATALYSIS

Preparation of 2-hydroxy A-ring precursors for synthesis of vitamin D3 analogues from lyxose

(2015) Kouta Ibe et al.   TETRAHEDRON LETTERS

Synthesis of 6-s-cis and 6-s-trans A-Ring Modified Vitamin D Analogues

(2014) Susana Fernandez et al.   CURRENT TOPICS IN MEDICINAL CHEMISTRY

Structure–Activity Relationships for Vitamin D3-Based Aromatic A-Ring Analogues as Hedgehog Pathway Inhibitors

(2014) Albert M. DeBerardinis et al.   JOURNAL OF MEDICINAL CHEMISTRY

Synthesis of 19-Nor-Vitamin D A-Ring Synthons via Ring-Closing Olefin Metathesis

(2014) Yu Nagai et al.   Asian Journal of Organic Chemistry

Synthesis of VS-105: A novel and potent vitamin D receptor agonist with reduced hypercalcemic effects

(2013) Barbara Chen et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

26- and 27-Methyl groups of 2-substituted, 19-nor-1α,25-dihydroxylated vitamin D compounds are essential for calcium mobilization in vivo

(2013) Pawel Grzywacz et al.   BIOORGANIC CHEMISTRY

Antineoplastic effects of 1,25(OH)2D3 and its analogs in breast, prostate and colorectal cancer

(2013) Carlien Leyssens et al.   ENDOCRINE-RELATED CANCER

Synthesis and crystallographic study of 1,25-dihydroxyergocalciferol analogs

(2013) Anita Pietraszek et al.   STEROIDS

A general approach to the synthesis of enantiopure 19-nor-Vitamin D3 and its C-2 phosphate analogs prepared from cyclohexadienyl sulfone

(2012) Vikas Sikervar et al.   CHEMICAL COMMUNICATIONS

A 20S Combined with a 22R Configuration Markedly Increases both in Vivo and in Vitro Biological Activity of 1α,25-Dihydroxy-22-methyl-2-methylene-19-norvitamin D3

(2012) Agnieszka Flores et al.   JOURNAL OF MEDICINAL CHEMISTRY

Butyl Pocket Formation in the Vitamin D Receptor Strongly Affects the Agonistic or Antagonistic Behavior of Ligands

(2012) Nobuko Yoshimoto et al.   JOURNAL OF MEDICINAL CHEMISTRY

Synthesis and biological evaluation of novel 6-substituted analogs of 1α,25-dihydroxy-19-norvitamin D3

(2012) Katarzyna Sokolowska et al.   JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY

A-ring analogs of 1,25-dihydroxyvitamin D3

(2011) Agnieszka Glebocka et al.   ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS

Synthesis and Biological Activity of 2-(3′-Hydroxypropylidene)-1α-hydroxy-19-norvitamin D Analogues with Shortened Alkyl Side Chains

(2011) Agnieszka Glebocka et al.   JOURNAL OF MEDICINAL CHEMISTRY

Removal of the 26-Methyl Group from 19-nor-1α,25-Dihydroxyvitamin D3Markedly Reduces in Vivo Calcemic Activity without Altering in Vitro VDR Binding, HL-60 Cell Differentiation, and Transcription

(2010) Pawel Grzywacz et al.   JOURNAL OF MEDICINAL CHEMISTRY

Potent Antagonist for the Vitamin D Receptor: Vitamin D Analogues with Simple Side Chain Structure

(2010) Yuta Sakamaki et al.   JOURNAL OF MEDICINAL CHEMISTRY

1-Desoxy analog of 2MD: Synthesis and biological activity of (20S)-25-hydroxy-2-methylene-19-norvitamin D3

(2010) Izabela Sibilska et al.   JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY

New 1α,25-dihydroxy-19-norvitamin D3 analogs with a frozen A-ring conformation

(2010) Agnieszka Glebocka et al.   JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY

Removal of the 20-methyl group from 2-methylene-19-nor-(20S)-1α,25-dihydroxyvitamin D3 (2MD) selectively eliminates bone calcium mobilization activity

(2009) Rafal Barycki et al.   BIOORGANIC & MEDICINAL CHEMISTRY

New 1α,25-Dihydroxy-19-norvitamin D3Compounds Constrained in a Single A-Ring Conformation: Synthesis of the Analogues by Ring-Closing Metathesis Route and Their Biological Evaluation

(2009) Agnieszka Glebocka et al.   JOURNAL OF MEDICINAL CHEMISTRY

Calcitriol Derivatives with Two Different Side Chains at C-20. V. Potent Inhibitors of Mammary Carcinogenesis and Inducers of Leukemia Differentiation†

(2009) Hubert Maehr et al.   JOURNAL OF MEDICINAL CHEMISTRY

Synthesis, Conformational Analysis, and Biological Evaluation of 19-nor-Vitamin D3Analogues with A-Ring Modifications

(2009) Laura Sánchez-Abella et al.   JOURNAL OF MEDICINAL CHEMISTRY

Novel synthesis of 1α,25-dihydroxy-19-norvitamin D from 25-hydroxyvitamin D

(2009) Asako Toyoda et al.   TETRAHEDRON

Synthesis and biological properties of 2-methylene-19-nor-25-dehydro-1α-hydroxyvitamin D3-26,23-lactones—weak agonists

(2008) Grazia Chiellini et al.   BIOORGANIC & MEDICINAL CHEMISTRY

2-Substituted-16-ene-22-thia-1α,25-dihydroxy-26,27-dimethyl-19-norvitamin D3 analogs: Synthesis, biological evaluation, and crystal structure

(2008) Masato Shimizu et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Crystal Structures of Rat Vitamin D Receptor Bound to Adamantyl Vitamin D Analogs: Structural Basis for Vitamin D Receptor Antagonism and Partial Agonism

(2008) Makoto Nakabayashi et al.   JOURNAL OF MEDICINAL CHEMISTRY

Synthesis and structure–activity relationships of 16-ene-22-thia-1α,25-dihydroxy-26,27-dimethyl-19-norvitamin D3 analogs having side chains of different sizes

(2007) Hajime Takaku et al.   BIOORGANIC & MEDICINAL CHEMISTRY

2-Methylene 19-nor-25-dehydro-1α-hydroxyvitamin D3 26,23-lactones: Synthesis, biological activities and molecular basis of passive antagonism

(2007) Nobuko Yoshimoto et al.   BIOORGANIC & MEDICINAL CHEMISTRY