Endecaphyllacin

Endecaphyllacin is either of two similar compounds found in certain plants, such as Hemsleya endecaphylla.[1]

  • Endecaphyllacin A, 2β-hydroxy-20,21,22,23,24,25,26,27-octanorcucurbita-5-ene-3,11,16-trione, C
    22    H
    30    O
    4    . Crystallizes with 1 molecule of methanol as colorless prisms, mp 207-209 °C;[1]:1
  • Endecaphyllacin B, 2-hydroxy-20,21,22,23,24,25,26,27-octanorcucurbita-1,5-dien-3,11,16-trione, C
    22    H
    28    O
    4    . It is the aglycon of khekadaengoside L from Trichosanthes tricuspidata. Crystallizes from methanol as colorless prisms, mp 229-231 °C[1]:2

Endecaphyllacins A and B can be extracted from the dried tubers of Hemsleya endecaphylla with methanol, at concentrations 150 mg/72 g and 20 mg/72 g.

References
  1. Jian-Chao Chen, Gao-Hong Zhang, Zhong-Quan Zhang, Ming-Hua Qiu, Yong-Tang Zheng, Liu-Meng Yang, Kai-Bei Yu (2008), "Octanorcucurbitane and Cucurbitane Triterpenoids from the Tubers of Hemsleya endecaphylla with HIV-1 Inhibitory Activity". J. Nat. Prod. volume 71, pages 153–155 doi:10.1021/np0704396
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