Endecaphyllacin Explained

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

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.

Notes and 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