Abietane diterpenoids

Smith DJ, VJJ Martin, WH Mohn (2004) A cytochrome P450 involved in the metabolism of abietane diterpenoids by Pseudomonas abietaniphila BMKE-9. J Bacterial 186 3631-3639. 

Martin VJJ, WW Mohn (2000) Genetic investigation of the catabolic pathway for degradation of abietane diterpenoids by Pseudomonas abietaniphila BKME-9. J Bacteriol 182 3784-3793. 

Guerrero, I. C. Andres, L. S. Leon, L. G. Machin, R. P. Padron, J. M. Luis, J. G. Delgadillo, J. Abietane diterpenoids from Salvia pachyphylla and S. clevelandii with cytotoxic activity against human cancer cell lines. J. Nat. Prod. 2006, 69, 1803-1805. 

Esquivel, B. Sanchez, A. A. Vergara, F. Matus, W. Hemandez-Ortega, S. Ramtrez-Apan, M. T. Abietane diterpenoids from the roots of some Mexican Salvia species... 

Hueso-Rodriguez, J. A. Jimeno, M. L. Rodriguez, B. Savona, G. Bruno, M. Abietane diterpenoids from roots of Salvia phlomoides. Phytochemistry 1983, 22, 2005-2009. 

The same authors also used this approach for an enantioselective synthesis of the natural product (-i-)-royleanone (4-54), a member of the abietane diterpenoid family [17]. The enantiopure sulfoxide 4-50 was oxidized using DDQ to give crude 1,4-ben-zoquinone 4-51, which by reaction with the diene 4-52 in CH2C12 under high pressure led to the tricyclic compound 4-53 with 97 % ee and 60% yield based on 4-50 (Scheme 4.11). Hydrogenation of the unconjugated double bond in 4-53 afforded 35% of the desired compound 4-54 after crystallization to separate it from the unwanted cis-isomer. 

Amaro-Luis, J., Herrera, J.R., and Luis, J.G., Abietane diterpenoids from Salvia chinopeplica. Phytochemistry, 47, 895, 1998. 

Abietic acid (abietane diterpenoid) Widespread in Pinaceae [resin] Pirns insularis, Pinus kesiya, Pirns strobes, Pinus sylvestris (pinaceae) CDPK, PKA... 

Cryptotanshinone (abietane diterpenoid) Salvia miltiorhiza (Lamiaceae) [root] AR (rat lens) (10)... 

Very recently, we ve established the antioxidant activity of six abietane diterpenoids isolated from the roots of the endemic species Salvia barrelieri namely, 12-methoxy-7-acetoxyroyleanone (or 7-acetoxybarrilierone) Al, 12-methoxy-7-oxoroyleanone (or 7-oxobarrilierone) A2, 14-hydroxycryptojaponol A3, 7-a-... 

From Salvia candidissima Vahl subsp. occidentalism Hedge, six abietane diterpenoids were isolated, five of which were known compounds ferruginol, horminone, 7-acetylhorminone, cryptanol. 

Another new abietane diterpenoid was isolated from S. sclarea. Its structure was established as... 

Salvia limbata yielded two known abietane diterpenoids ferruginol and abieta-8,11,13-triene. Salvia multicaulis Vahl syn. S. acetobulosa has yielded six new abietane and norabietane diterpenoids in addition to 1-oxoferruginol, 3-oxo-ferruginol, horminone, pisiferal, 18-oxoferruginol and sempervirol. 

Other new abietane diterpenoids obtained from S. multicaulis were 12-methyl-S-dehydro-horminone (33), 12-methyl-S-dehydroacetylhorminone (34). 

In a more recent study with the whole plant of T. divaricatum subsp. villosum [75] we have isolated one known diterpenoid teuvincenone B [71] and three new rearranged abietane diterpenoids villosins A (136) B... 

Fig. (21). Some abietane diterpenoids from Celastraceae species...

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