Abstract
Tetrahydropyrans are structural motifs that are abundantly present in a range of biologically important marine natural products. As such, significant efforts have been paid to the development of efficient and versatile methods for the synthesis of tetrahydropyran derivatives. Neopeltolide, a potent antiproliferative marine natural product, has been an attractive target compound for synthetic chemists because of its complex structure comprised of a 14-membered macrolactone embedded with a tetrahydropyran ring, and twenty total and formal syntheses of this natural product have been reported so far. This review summarizes the total and formal syntheses of neopeltolide and its analogues, highlighting the synthetic strategies exploited for constructing the tetrahydropyran ring.
Highlights
Marine natural products, mainly the secondary metabolites of marine microorganisms, have been a rich source of structurally diverse and biologically intriguing compounds that are potentially useful for dissecting complex cellular biological events at the molecular level [1,2,3,4,5,6]
Most marine natural products are not abundantly available from natural sources and marine microorganisms are in many cases difficult to cultivate on a large scale
These beneficial aspects of total synthesis justify its significance in marine natural products chemistry and chemical biology
Summary
Mainly the secondary metabolites of marine microorganisms, have been a rich source of structurally diverse and biologically intriguing compounds that are potentially useful for dissecting complex cellular biological events at the molecular level [1,2,3,4,5,6]. Since structurally complex marine natural products are intractable to selective functionalizations, total synthesis lays strong foundation for drug discovery research which in many cases requires structural optimization studies. These beneficial aspects of total synthesis justify its significance in marine natural products chemistry and chemical biology. This compound inhibits voltage‐gated potassium ion channels (Kv channels) analysis [11,12] This compound inhibits voltage-gated potassium ion channels (Kv channels) in a in a subtype‐selective at nanomolar concentrations and shows potent acute subtype-selective mannermanner at nanomolar concentrations [13,14,15,16] and [13,14,15,16].
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