Synthesis of new molecular hybrids with phenothiazine fragment from norambreinolide
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BLAJA, Svetlana, LUNGU, Lidia, KUCHKOVA, Kaleria, CIOCARLAN, Alexandru, ARICU, Aculina. Synthesis of new molecular hybrids with phenothiazine fragment from norambreinolide. In: New frontiers in natural product chemistry, Ed. 7, 12-13 octombrie 2023, Chișinău. Chișinău, Republica Moldova: Tipografia "Artpoligraf", 2023, Ediția 7, p. 17. DOI: https://doi.org/10.19261/nfnpc.2023.ab10
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New frontiers in natural product chemistry
Ediția 7, 2023
Conferința " New frontiers in natural product chemistry."
7, Chișinău, Moldova, 12-13 octombrie 2023

Synthesis of new molecular hybrids with phenothiazine fragment from norambreinolide

DOI:https://doi.org/10.19261/nfnpc.2023.ab10

Pag. 17-17

Blaja Svetlana, Lungu Lidia, Kuchkova Kaleria, Ciocarlan Alexandru, Aricu Aculina
 
Institute of Chemistry, MSU
 
Proiecte:
 
Disponibil în IBN: 30 octombrie 2023


Rezumat

The known phenothiazine derivatives exhibit a wide spectrum of biological activities, including such as antiparasitic, antioxidant, anticancer, antiproliferative, antineoplastic, antimicrobial, etc. [1]. For this reason, terpeno-phenothiazine molecular hybrids represent one of the priority strategies of organic synthesis in the design of new bioactive compounds. Here are reported the results of the synthesis of new homodrimane hybrids with a phenothiazine fragment. Starting from (+)-sclareolide 1 the Δ8,13-bicyclohomofarnesoic acid 2 and 11-homodrim-6(8)-dien-12-oic acid 3 were synthesized in 6 and 5 steps in 62% and 81% overall yields, respectively [2,3]. Intermediate acyl chlorides 4 and 5 were generated in situ by treating acids 2 and 3 with oxalyl chloride in anhydrous benzene and then coupled with phenothiazine in the presence of triethylamine in methylene chloride on stirring to give hybrid phenothiazines 6 and 7 in depicted yields (see Scheme). The structures of all synthesized compounds were fully confirmed by spectral methods of analysis (IR, 1H, 13C and 15N NMR).