87193-98-4

Usage

Uses

Used in Pharmaceutical Industry:
2-Deacetoxydecinnamoyltaxinine J is used as a potential anti-cancer agent for its ability to inhibit cell growth and induce apoptosis in cancer cells. Its unique chemical structure and mechanism of action contribute to its potential as a therapeutic agent in the fight against cancer.
Further research is needed to fully understand the therapeutic applications and optimize the use of 2-Deacetoxydecinnamoyltaxinine J in cancer treatment.

Upstream product

• 108-24-7 acetic anhydride 
• 27854-03-1 5α,7β,9α,10β,13α-pentahydroxy-4(20),11(12)-taxadiene 
• 119347-14-7 2-desacetoxytaxinine J 

Downstream Products

• 1221188-70-0 C₃₅H₄₃ClO₁₀ 
• 177595-05-0 Acetic acid (1R,3S,4S,5S,7S,8S,9R,10R,13S)-7,10,13-triacetoxy-4-(benzyloxyimino-methyl)-4-hydroxy-5-methanesulfonyloxy-8,12,15,15-tetramethyl-tricyclo[9.3.1.0^3,8]pentadec-11-en-9-yl ester 
• 177595-04-9 Acetic acid (1R,3S,4S,5S,7S,8S,9R,10R,13S)-7,10,13-triacetoxy-4-(benzyloxyimino-methyl)-4,5-dihydroxy-8,12,15,15-tetramethyl-tricyclo[9.3.1.0^3,8]pentadec-11-en-9-yl ester 
• 237428-99-8 C₇₁H₁₀₄O₂₀Si₂ 
• 934686-97-2 2-(2,4-dimethoxy-phenyl)-4-isobutyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-[7,9,10-triacetoxy-8,12,15,15-tetramethyl-4-methylene-5-(3-phenyl-acryloyloxy)-tricyclo[9.3.1.0^3,8]pentadec-11-en-13-yl] ester 
• 934686-96-1 2-(2,4-dimethoxy-phenyl)-4-isobutyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-(7,9,10-triacetoxy-5-hydroxy-8,12,15,15-tetramethyl-4-methylene-tricyclo[9.3.1.0^3,8]pentadec-11-en-13-yl) ester 

Relevant academic research and scientific papers

Microbial and reducing agents catalyze the rearrangement of taxanes

5α, 7β, 9α, 10β, 13α-Pentahydroxy-4(20),11(12)-taxadiene derivative 1 was converted to two unprecedented 1(15→11)abeo-taxanes and a taxane derivative with a C10-C11 double bond by Absidia coerula ATCC 10738a. A similar compound was obtained from treatment with zinc of a triacetoxy-4(20),11(12)-taxadiene derivative.

An unprecedented biogenetic-type chemical synthesis of 1(15→11) abeotaxanes from normal taxanes

A one-pot chemical process using BF3.Et2O for the synthesis of a new class of 1(15→11) abeotaxanes from normal taxanes has been developed. The chemical structures of rearranged 1(15→11) abeotaxane were established by extensive 2D NMR

In vitro and in vivo anticancer activity of 2-deacetoxytaxinine J and synthesis of novel taxoids and their in vitro anticancer activity

The taxane diterpneoid 2-deacetoxytaxinine J (2-DAT-J) 1 has been isolated from the bark of Himalayan yew, Taxus baccata L. spp. wallichiana in a reasonably good yield (0.1%) and its anticancer activity against breast cancer cell lines (MCF-7 and MDA-MB-2

Synthesis and biological evaluation of new taxoids derived from 2-deacetoxytaxinine J

A small library of 2-deacetoxytaxinine J (DAT-J) 1 derivatives was synthesised and tested in vitro for their reversal activity in human mammary carcinoma MDR cell line MCF7-R. One of the new taxoids showed to be active at 0.1 μM when tested in combination

Synthesis of paclitaxel (docetaxel) / 2-deacetoxytaxinine J dimers

Starting from taxanes available in multigram amounts from widespread ornamental yews (10-deacetylbaccatin III (4) and 2'-deacetoxyaustrospicatine (5)), two dimeric taxoids (3a, 3b) with potential dual target specificity (β-tubulin and P-gp) were synthesised. Both compounds lacked significant cytotoxicity, though 3b retained a strong activity in the tubulin depolimerisation assay.

Synthesis of azetidine-type taxanes

Starting from the alkaloid 2'-deacetoxyaustrospicatine (2) azetidine isosteres of the oxetane-type laxane 1-deoxy-2-debenzoyloxy-4-deacetylbaccatin VI were synthesized.