Two new antineoplastic diterpenes from taxus mairei.

Liang, Jiangyu; Min, Zhi-Da; Iinuma, Munekazu; Tanaka, Toŝhiyuki; Mizuno, Mizuo

doi:10.1248/cpb.35.2613

Cited by 27 publications

(26 citation statements)

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“…Notably, Taxamairin A and B, isolated from the bark of a Taiwanese plant Taxusmairei (which also produces Taxol) in 1987 by Liang et al . showed potent inhibitory activity against hepatoma cells (existing in liver tumor) …”

Section: Figurementioning

confidence: 99%

Generation of the Icetexane Core by Use of a Heck Strategy: Total Synthesis of Taxamairin B

Karmakar

Lee

et al. 2019

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An efficient approach towards the total synthesis of Taxamairin B has been accomplished within 6 steps starting from o‐bromobenzylbromide 7 with 45% overall yield. Intramolecular Heck reaction works efficiently to furnish the 6–7‐6 fused icetexane scaffold under hydrative condition, which on restructuring affords the key β,γ‐enedione intermediate. The β,γ‐double bond has been introduced by the acid catalyzed water assisted elimination of a β‐tertiary alcohol. Later, the β,γ‐enedione on introduction of requisite unsaturation transforms into Taxamairin B.

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Section: Figurementioning

confidence: 99%

Generation of the Icetexane Core by Use of a Heck Strategy: Total Synthesis of Taxamairin B

Karmakar

Lee

et al. 2019

ChemistrySelect

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“…The synthesis of taxamairin B 140–141 was completed by Pan’s group (Scheme 31). 142–143 The seven-membered ring in benzotropone was cyclized by an acid-mediated Friedel-Crafts acylation of 31-1 .…”

Section: Synthesis Of Naturally Occurring Tropones and Tropolonesmentioning

confidence: 99%

Synthesis of naturally occurring tropones and tropolones

et al. 2014

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Tropones and tropolones are an important class of seven-membered non-benzenoid aromatic compounds. They can be prepared directly by oxidation of seven-membered rings. They can also be derived from cyclization or cycloaddition of appropriate precursors followed by elimination or rearrangement. This review discusses the types of naturally occurring tropones and tropolones and outlines important methods developed for the synthesis of tropone and tropolone natural products.

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“…5). Taxamairins A (23) and B (24) were the first members of this class to be discovered and were isolated in 1987 from Taxus mairei, 41,42 a Taiwanese plant which also produces the anticancer agent taxol. An initial survey of taxamairins A and B identified inhibitory activity against hepatoma (liver tumor) cells.…”

Section: Structure Isolation and Biological Activitymentioning

confidence: 99%