Diarylheptanoids from the Seeds of Alpinia katsumadai as Heat Shock Factor 1 Inducers
- Authors
- Nam, Joo-Won; Kang, Ga-Young; Han, Ah-Reum; Lee, Dongho; Lee, Yun-Sil; Seo, Eun-Kyoung
- Issue Date
- Oct-2011
- Publisher
- AMER CHEMICAL SOC
- Citation
- JOURNAL OF NATURAL PRODUCTS, v.74, no.10, pp.2109 - 2115
- Indexed
- SCIE
SCOPUS
- Journal Title
- JOURNAL OF NATURAL PRODUCTS
- Volume
- 74
- Number
- 10
- Start Page
- 2109
- End Page
- 2115
- URI
- https://scholar.korea.ac.kr/handle/2021.sw.korea/111500
- DOI
- 10.1021/np200355n
- ISSN
- 0163-3864
- Abstract
- Seven new diarylheptanoids, (-)-(R)-4 ''-hydroxyyashabushiketol (1), (3S,5S)-alpinikatin (2), katsumain C (3), 7-epi-katsumain C (4), ent-alpinnanin B (5), ent-alpinnanin A (6), and ent-calyxin H (8), were isolated from the EtOAc extract of the seeds of Alpinia katsumadai together with three known compounds, alpinnanin B (7), epicalyxin H (9), and calyxin H (10). Each isomer mixture of 3 and 4,5-7, and 8-10 was separated successfully by preparative HPLC using a chiral column. The three isomer mixtures (3 and 4, 5-7, 8-10) at 1 mu M increased expression of heat shock factor 1 (HSF1) with fold increases of 1.438, 1.190, and 1.316, respectively, which was accompanied with increased expression of heat shock protein (HSP) 27 (1.403-, 1.250-, and 1.270-fold, respectively) and HSP70 (1.373-, 1.313-, and 1.229-fold, respectively) without cellular cytotoxicity, suggesting a possible application of these compounds as HSP inducers. Celastrol was used as a positive control of HSP induction, producing fold increases of 1.066 (HSF1), 1.216 (HSP27), and 1.371 (HSP70) at 1 M. Compounds 1 and 2 did not affect the induction of HSF1 protein.
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