19026-31-4

Usage

Cytotoxicity

IC50 (μg/mL): 2.45 (WM-115), 2.21(HL-60), 2.06 (NALM-6), 12.61(HUVEC) (Ku?ma et al. 2012).IC50 (μg/mL): 18.97 (K562), 17.79(HL-60) (Tayarani-Najaran et al. 2013).

InChI:InChI=1/C20H26O3/c1-11(2)13-9-12-10-14(21)18-19(3,4)7-6-8-20(18,5)15(12)17(23)16(13)22/h9-11,18,23H,6-8H2,1-5H3

Upstream product

• 86510-12-5 (S)-2-Isopropyl-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octahydro-phenanthrene-3,4-dione 
• 86510-11-4 (S)-7-Isopropyl-5,6,10-trimethoxy-1,1,4a-trimethyl-1,2,3,4,4a,9,10,10a-octahydro-phenanthren-9-ol 
• 514-62-5 furreginol 
• 52567-84-7 7-oxo-11,12-dimethoxyabieta-8,11,13-triene 
• 86510-09-0 (R)-10-Hydroxy-7-isopropyl-5,6-dimethoxy-1,1,4a-trimethyl-2,3,4,4a-tetrahydro-1H-phenanthren-9-one 
• 86510-10-3 (R)-7-Isopropyl-5,6,10-trimethoxy-1,1,4a-trimethyl-2,3,4,4a-tetrahydro-1H-phenanthren-9-one 
• 64158-69-6 (S)-3-Hydroxy-2-isopropyl-4b,8,8-trimethyl-4b,6,7,8,8a,10-hexahydro-5H-phenanthren-9-one 
• 120665-72-7 (S)-2-Isopropyl-4b,8,8-trimethyl-4a,4b,5,6,7,8,8a,9-octahydro-4H-phenanthren-3-one 
• 34539-84-9 12-hydroxysimonellite 
• 120665-68-1 (3S,4bS)-2-Isopropyl-4b,8,8-trimethyl-3,4,4a,4b,5,6,7,8,8a,9-decahydro-phenanthren-3-ol 
• 22160-86-7 Acetic acid (S)-2-isopropyl-4b,8,8-trimethyl-4b,5,6,7,8,8a-hexahydro-phenanthren-3-yl ester 
• 120665-84-1 Acetic acid (S)-2-isopropyl-4b,8,8-trimethyl-9-oxo-4b,5,6,7,8,8a,9,10-octahydro-phenanthren-3-yl ester 
• 514-10-3 (-)-abietic acid 
• 70614-89-0 6-oxoferruginol 

Related news

An unusual taxodione (cas 19026-31-4) derivative from hairy roots of Salvia austriaca07/23/2019

From a root culture of Salvia austriaca, transformed with Agrobacterium rhizogenes, a new diterpenoid was isolated and its chemical structure was determined as 7-(2-oxohexyl)-11-hydroxy-6, 12-dioxo-7,9(11),13- abietatriene [= 7-(2-oxohexyl)-taxodione] on the basis of spectroscopic methods, espec...detailed

taxodione (cas 19026-31-4) induces apoptosis in BCR-ABL-positive cells through ROS generation07/22/2019

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Relevant academic research and scientific papers

SYNTHESIS OF (+)-TAXODIONE FROM (-)-ABIETIC ACID

A new stereoselective synthesis of (+)-taxodione (1) from (-)-abietic acid (2) via the iron carbonyl complex 3 is described.

Syntheses and antibacterial activities of diterpene catechol derivatives with abietane, totarane and podocarpane skeletons against methicillin-resistant Staphylococcus aureus and Propionibacterium acnes

Natural catechol, quinone and quinone methide diterpenes with abietane (15-deoxyfuerstione, taxodione) and totarane (dispermone, 12,13-dihydroxy-8,11, 13-totaratriene-6-one), and podocarpane (nimbidiol, deoxynimbidiol) skeletons were synthesized using ortho-oxidation of phenol with meta-chlorobenzoyl peroxide. Minimum inhibitory activities of these diterpenes and previously synthesized natural diterpenes were measured against methicillin-resistant Staphylococcus aureus (MRSA) and Propionibacterium acnes, which cause serious skin infection associated with acne. Abietaquinone methide and 8,11,13-totaratriene-12,13-diol showed potent activities against S. aureus (MRSA) and P. acnes, and no serious toxicity by oral dose to mice.

Synthesis of variously oxidized abietane diterpenes and their antibacterial activities against MRSA and VRE

Variously oxidized 12 natural abietanes, 6,7-dehydroferruginol methyl ether (3), ferruginol (5), 11-hydroxy-12-oxo-7,9(11),13-abietatriene (7), royleanone (9), demethyl cryptojaponol (12), salvinolone (14), sugiol methyl ether (16), sugiol (17), 5,6-dehyd

Synthesis of (+)-Taxodione

A stereoselective synthesis of (+)-taxodione (1) starting from (-)-abietic acid (2) via the ironcarbonyl complex 4 is described.Conversion of the carboxyl function of 4 into a methyl group via 5 and 6 proceeds in excellent overall yield.The next steps are the introduction of oxygen functions in the positions 12 and 6.Oxidation with BSA yields the quinonemethide 1.The 1H- and 13C-NMR resonances of all compounds have been assigned.