14506-67-3Relevant academic research and scientific papers
Synthesis and biological evaluation of (-)-13,14-dihydroxy-8,11,13-podocarpatrien-7-one and derivatives from (+)-manool
Novoa, María L.,Escalante, Yelisbeth,Maldonado, Liliana,Galindo-Castro, Iván,álvarez, Annamil,Figarella, Katherine,Marsiccobetre, Sabrina,Arocha, Irina,Nieves, Jais,Salazar, Franklin,Gámez, Carlos,Canudas, Nieves,Tropper, Eleonora,González, Teresa,Villamizar, José E.
supporting information, p. 207 - 212 (2015/11/09)
13,14-Dihydroxy-8,11,13-podocarpatrien-7-one (1) and a series of ring C aromatic diterpene derivatives were synthesised from (+)-manool (4) and evaluated for their cytotoxic, leishmanicidal and trypanocidal activities. Our results indicated that compound 1 and other podocarpane-type intermediates are cytotoxic. Cleavage of C6-C7 bond of compound 7 improved cytotoxic activity, indicating that, in particular, the 6,7-seco-podocarpane-type compound 20 might serve as a lead compound for further development.
A short and efficient synthesis of (+)-totarol
Rogachev, Victor,Loehl, Thorsten,Markert, Thomas,Metz, Peter
, p. 172 - 180 (2013/09/24)
A concise route to multigram quantities of the antibacterial diterpene (+)-totarol (1) is reported. (-)-Sclareol (2) was converted to the target compound 1 using either a six- or a seven-step sequence, while only three steps were required to access (+)-totarol ( 1) starting from (+)-manool (9) or (+)-13-epi-manool (10), respectively. A novel one-pot intramolecular aldol condensation/α-alkylation protocol served as the key operation for streamlining the syntheses of 1. ARKAT-USA, Inc.
Semisynthesis of labdane diterpene metabolites from the nudibranch Pleurobranchaea meckelii
van Wyk, Albert W.W.,Davies-Coleman, Michael T.
, p. 12179 - 12184 (2008/02/10)
Two isomeric labdane aldehyde metabolites (1 and 2), first isolated from the skin of the Notaspidean nudibranch Pleurobranchaea meckelii, were synthesized in six steps from manool in 19 and 6% overall isolated yields, respectively.
Process for the preparation of ketones by ozonolysis
-
Page/Page column 6, (2008/06/13)
The invention relates to a process for the preparation of a ketone from a tertiary alcohol having a double bond in the alpha position, that includes the step of contacting tertiary alcohol having a double bond in the alpha position with ozone in the presence of an inorganic base under ketone-forming reaction conditions.
Synthesis of Enantiomerically Pure Indolosesquiterpene
Sarragiotto, Maria Helena,Gower, Adriana E.,Marsaioli, Anita Jocelyne
, p. 559 - 562 (2007/10/02)
The preparation of a chiral indolosesquiterpene from sclareol is described.The main reaction involves coupling a homosesquiterpene intermediate with o-toluidine or its N-trimethylsilyl derivative.
Chemistry of the Podocarpaceae. LVII The Preparation of Some 1,3-Dioxans with Ambergris-Type Odours
Cambie, Richard C.,Palmer, Brian D.
, p. 1265 - 1284 (2007/10/02)
The preparation of a series of five-, six, seven and eight-membered ring dioxa compounds is described.All posses odours of the ambra-type, the ambergris character decreasing in intensity as the size of the dioxa ring is increased.The formation of some methoxymethyl ethers is described.
