2. Academic Validation
  3. A novel sesquiterpene and three new phenolic compounds from the rhizomes of Acorus tatarinowii Schott

A novel sesquiterpene and three new phenolic compounds from the rhizomes of Acorus tatarinowii Schott

  • Bioorg Med Chem Lett. 2015 Oct 1;25(19):4214-8. doi: 10.1016/j.bmcl.2015.08.001.
Shuang Liang 1,  Shu-Song Ying 1,  Hong-Hua Wu 2,  Yan-Ting Liu 1,  Peng-Zhi Dong 1,  Yan Zhu 1,  Yan-Tong Xu 3
Affiliations

Affiliations

  • 1 Tianjin State Key Laboratory of Modern Chinese Medicine, Tianjin Key Laboratory of TCM Chemistry and Analysis, Tianjin University of Traditional Chinese Medicine, Tianjin 300193, PR China; Research and Development Center of TCM, Tianjin International Joint Academy of Biotechnology & Medicine, 220 Dongting Road, TEDA, Tianjin 300457, PR China.
  • 2 Tianjin State Key Laboratory of Modern Chinese Medicine, Tianjin Key Laboratory of TCM Chemistry and Analysis, Tianjin University of Traditional Chinese Medicine, Tianjin 300193, PR China; Research and Development Center of TCM, Tianjin International Joint Academy of Biotechnology & Medicine, 220 Dongting Road, TEDA, Tianjin 300457, PR China. Electronic address: wuhonghua2003@163.com.
  • 3 Tianjin State Key Laboratory of Modern Chinese Medicine, Tianjin Key Laboratory of TCM Chemistry and Analysis, Tianjin University of Traditional Chinese Medicine, Tianjin 300193, PR China; Research and Development Center of TCM, Tianjin International Joint Academy of Biotechnology & Medicine, 220 Dongting Road, TEDA, Tianjin 300457, PR China. Electronic address: xuyantong@gmail.com.
PMID: 26296476 DOI: 10.1016/j.bmcl.2015.08.001
Abstract

A novel sesquiterpene with an unprecedented epoxy lactone skeleton, named tatarinolactone, together with two new amides, a new biphenylpropanoid and two known Lignans were isolated from the rhizomes of Acorus tatarinowii Schott. Their structures were identified as 6,7,8-trihydroxy-4α-isobutyl-4,7-dimethylhexahydro-6,8α-epoxychromen-2(3H)-one (1), (E)-methyl 4-[3-(4-hydroxy-3-methoxyphenyl)acrylamido]butanoate (2), (Z)-methyl 4-[3-(4-hydroxy-3-methoxyphenyl)acrylamido]butanoate enol isomer (3), (R)-4-hydroxy-3-[1-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propan-2-yl]-5-methoxybenzoic acid (4), (2S,3R)-ceplignan (5), and (2R,3S)-ceplignan (6), respectively, based on extensive spectroscopic analysis and by comparison to the known compounds. To test their effects on serotonin transporters, a high content assay using hSERT-HEK293 cell line was adopted. Results indicated that compounds 1 and 4 significantly inhibited SERT activity, while compounds 2, 3, 5, and 6 significantly enhanced SERT activity, which partly explain the traditional uses of the rhizomes of Acorus tatarinowii Schott in treatments of neuropsychiatric and digestive disorders.

Keywords

Acorus tatarinowii Schott; Phenols; SERT; Sesquiterpene; Tatarinolactone.

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