title: Synthetic studies on actinorhodin and γ-actinorhodin: synthesis of deoxyactinorhodin and deoxy-γ-actinorhodin/crisamicin A isomer.
abstract: A strategy based on bidirectional Dötz benzannulation and the oxa-Pictet-Spengler reaction toward the synthesis of actinorhodin and γ-actinorhodin has been explored. This work has resulted in the synthesis of deoxyactinorhodin and deoxy-γ-actinorhodin. The latter is a regioisomer of crisamicin A (which has 10,10'-dihydroxy groups).
authors: Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400 076, Maharashtra (India).
authors: Sandip V
authors: SV
authors: Mulay
authors: Rodney A
authors: RA
authors: Fernandes
mesh_terms: D000880:Anthraquinones / Q000138:chemical synthesis / Q000737:chemistry; D003500:Cyclization; D007783:Lactones / Q000138:chemical synthesis / Q000737:chemistry; D009285:Naphthoquinones / Q000737:chemistry; D013237:Stereoisomerism; D048372:Streptomyces coelicolor / Q000737:chemistry / Q000378:metabolism; D000095622:Benzoisochromanequinones
chemical_list: D000880:Anthraquinones; D007783:Lactones; D009285:Naphthoquinones; C098846:gamma-actinorhodin; D000095622:Benzoisochromanequinones; C013390:actinorhodin; C048652:crisamicin A
keywords: actinorhodins; annulation; bidirectional synthesis; pyranonaphthoquinones; synthetic methods