Abstract
The synthesis of neoflavene and neoflavenes with methoxy substituents at different positions are described. As starting materials, various salicylaldehydes were run through sequential reactions such as O-allylation, Grignard reaction, oxidation, Wittig reaction, and ring-closing metathesis to yield the target neoflavenes in good yield. Among the prepared neoflavenes, 7-methoxy-4′-methoxyneoflavene (6e) and 8-methoxy-4′- methoxyneoflavene (6f) exhibiting potential cell toxicities against various cells were disclosed. In particular, 6f which exhibited an IC50 value of 6.5 ± 2.0 and 5.1 ± 1.1 μM against gastric carcinoma and lung carcinoma cells in vitro was found, respectively. Meanwhile, the structure and activity relationship of our synthesized neoflavenes is further discussed briefly.
| Original language | English |
|---|---|
| Pages (from-to) | 923-932 |
| Number of pages | 10 |
| Journal | Journal of the Chinese Chemical Society |
| Volume | 55 |
| Issue number | 4 |
| DOIs | |
| Publication status | Published - 2008 Jan 1 |
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All Science Journal Classification (ASJC) codes
- Chemistry(all)
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Synthesis and evaluation of the cytotoxicities of neoflavenes. / Li, Sie Rong; Chen, Hsing Ming; Chen, Po Yuan; Tsai, Jui Chi; Chen, Liang Yeu; Wang, Eng Chi; Huang, Yi Ting; Wei, Yun Chen; Lu, Pei-Jung.
In: Journal of the Chinese Chemical Society, Vol. 55, No. 4, 01.01.2008, p. 923-932.Research output: Contribution to journal › Article
TY - JOUR
T1 - Synthesis and evaluation of the cytotoxicities of neoflavenes
AU - Li, Sie Rong
AU - Chen, Hsing Ming
AU - Chen, Po Yuan
AU - Tsai, Jui Chi
AU - Chen, Liang Yeu
AU - Wang, Eng Chi
AU - Huang, Yi Ting
AU - Wei, Yun Chen
AU - Lu, Pei-Jung
PY - 2008/1/1
Y1 - 2008/1/1
N2 - The synthesis of neoflavene and neoflavenes with methoxy substituents at different positions are described. As starting materials, various salicylaldehydes were run through sequential reactions such as O-allylation, Grignard reaction, oxidation, Wittig reaction, and ring-closing metathesis to yield the target neoflavenes in good yield. Among the prepared neoflavenes, 7-methoxy-4′-methoxyneoflavene (6e) and 8-methoxy-4′- methoxyneoflavene (6f) exhibiting potential cell toxicities against various cells were disclosed. In particular, 6f which exhibited an IC50 value of 6.5 ± 2.0 and 5.1 ± 1.1 μM against gastric carcinoma and lung carcinoma cells in vitro was found, respectively. Meanwhile, the structure and activity relationship of our synthesized neoflavenes is further discussed briefly.
AB - The synthesis of neoflavene and neoflavenes with methoxy substituents at different positions are described. As starting materials, various salicylaldehydes were run through sequential reactions such as O-allylation, Grignard reaction, oxidation, Wittig reaction, and ring-closing metathesis to yield the target neoflavenes in good yield. Among the prepared neoflavenes, 7-methoxy-4′-methoxyneoflavene (6e) and 8-methoxy-4′- methoxyneoflavene (6f) exhibiting potential cell toxicities against various cells were disclosed. In particular, 6f which exhibited an IC50 value of 6.5 ± 2.0 and 5.1 ± 1.1 μM against gastric carcinoma and lung carcinoma cells in vitro was found, respectively. Meanwhile, the structure and activity relationship of our synthesized neoflavenes is further discussed briefly.
UR - http://www.scopus.com/inward/record.url?scp=52249112680&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=52249112680&partnerID=8YFLogxK
U2 - 10.1002/jccs.200800137
DO - 10.1002/jccs.200800137
M3 - Article
VL - 55
SP - 923
EP - 932
JO - Journal of the Chinese Chemical Society
JF - Journal of the Chinese Chemical Society
SN - 0009-4536
IS - 4
ER -