Anti HSV-1 Flavonoid Derivatives Tethered with Houttuynin from
                        Houttuynia cordata

Shao-Dan Chen; Ting Li; Hao Gao; Qin-Chang Zhu; Chuan-Jian Lu; Hong-Ling Wu; Tao Peng; Xin-Sheng Yao

doi:10.1055/s-0033-1351051

Planta Medica, Table of Contents

Planta Med 2013; 79(18): 1742-1748
DOI: 10.1055/s-0033-1351051

Natural Product Chemistry

Original Papers

Georg Thieme Verlag KG Stuttgart · New York

Anti HSV-1 Flavonoid Derivatives Tethered with Houttuynin from Houttuynia cordata

Shao-Dan Chen

¹Institute of Traditional Chinese Medicine & Natural Products, Jinan University, Guangzhou, Peopleʼs Republic of China

³The second clinical college of Guangzhou university of Chinese medicine, Guangzhou, Peopleʼs Republic of China

,

Ting Li

²State Key Laboratory for Respiratory Disease, Laboratory of Viral Immunology, Guangzhou Institute of Biomedicine and Health, Chinese Academy of Sciences, Guangzhou, Peopleʼs Republic of China

,

Hao Gao

¹Institute of Traditional Chinese Medicine & Natural Products, Jinan University, Guangzhou, Peopleʼs Republic of China

,

Qin-Chang Zhu

²State Key Laboratory for Respiratory Disease, Laboratory of Viral Immunology, Guangzhou Institute of Biomedicine and Health, Chinese Academy of Sciences, Guangzhou, Peopleʼs Republic of China

,

Chuan-Jian Lu

³The second clinical college of Guangzhou university of Chinese medicine, Guangzhou, Peopleʼs Republic of China

,

Hong-Ling Wu

²State Key Laboratory for Respiratory Disease, Laboratory of Viral Immunology, Guangzhou Institute of Biomedicine and Health, Chinese Academy of Sciences, Guangzhou, Peopleʼs Republic of China

,

Tao Peng

²State Key Laboratory for Respiratory Disease, Laboratory of Viral Immunology, Guangzhou Institute of Biomedicine and Health, Chinese Academy of Sciences, Guangzhou, Peopleʼs Republic of China

,

Xin-Sheng Yao

¹Institute of Traditional Chinese Medicine & Natural Products, Jinan University, Guangzhou, Peopleʼs Republic of China

› Author Affiliations

Abstract

This paper reports the phytochemical investigation of the 50 % aq. EtOH extract of Houttuynia cordata, an effective TCM and functional food in China, which led to the isolation of 17 flavonoids including four new ones. The four new compounds were flavonoid derivatives tethered with houttuynin (3-oxododecanal). Each of the new compounds was obtained as a pair of inseparable diasteriomeric epimers due to the chiral carbon of hemiketal at C-3″. This phenomenon is rooted in the ring-chain tautomerism of the hemiketal functional group in solution, which was proved by dynamic NMR experiments. The new compounds 1–4 displayed inhibitory activities against herpes simplex virus 1, with respective IC₅₀ values of 38.46, 14.10, 62.00 and 70.76 µM, which was associated with the medicinal functions of H. cordata.

Key words

Houttuynia cordata - Saururaceae - flavonoids - HSV-1 - diasteriomeric epimers

Full Text

References

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