%0 Journal Article %1 ISI:000298828500043 %A Farimani, M. Moridi %A Taheri, Salman %A Ebrahimi, Samad N. %A Bahadori, M. Babak %A Khavasi, Hamid R. %A Zimmermann, Stefanie %A Brun, Reto %A Hamburger, Matthias %C 1155 16TH ST, NW, WASHINGTON, DC 20036 USA %D 2012 %I AMER CHEMICAL SOC %J ORGANIC LETTERS %K imported %N 1 %P 166-169 %R 10.1021/ol202953b %T Hydrangenone, a New Isoprenoid with an Unprecedented Skeleton from Salvia hydrangea %V 14 %X Hydrangenone, a new heptacyclic isoprenoid with a 6/7/6/5/5 membered carbon ring skeleton, was Isolated from the aerial parts of Salvia hydrangea. The structure was established by extensive NMR spectroscopic methods. The relative and absolute configuration of 1 was assigned by NOESY and X-ray crystallographic analysis and by comparison of experimental and calculated electronic circular dichroism (ECD) spectra. Compound 1 showed in vitro antiplasmodial activity, with an IC50 value of 1.4 mu M against P. falciparum. A plausible biosynthetic pathway of 1 was also proposed.

@article{ISI:000298828500043, abstract = {{Hydrangenone, a new heptacyclic isoprenoid with a 6/7/6/5/5 membered carbon ring skeleton, was Isolated from the aerial parts of Salvia hydrangea. The structure was established by extensive NMR spectroscopic methods. The relative and absolute configuration of 1 was assigned by NOESY and X-ray crystallographic analysis and by comparison of experimental and calculated electronic circular dichroism (ECD) spectra. Compound 1 showed in vitro antiplasmodial activity, with an IC50 value of 1.4 mu M against P. falciparum. A plausible biosynthetic pathway of 1 was also proposed.}}, added-at = {2017-05-10T15:29:29.000+0200}, address = {{1155 16TH ST, NW, WASHINGTON, DC 20036 USA}}, affiliation = {{Farimani, MM (Reprint Author), Shahid Beheshti Univ, Dept Phytochem, Med Plants \& Drugs Res Inst, Tehran, Iran. Farimani, M. Moridi; Ebrahimi, Samad N.; Bahadori, M. Babak, Shahid Beheshti Univ, Dept Phytochem, Med Plants \& Drugs Res Inst, Tehran, Iran. Taheri, Salman, Chem \& Chem Engn Res Ctr Iran, Tehran, Iran. Ebrahimi, Samad N.; Zimmermann, Stefanie; Hamburger, Matthias, Univ Basel, Div Pharmaceut Biol, CH-4056 Basel, Switzerland. Khavasi, Hamid R., Shahid Beheshti Univ, Dept Chem, Tehran, Iran. Zimmermann, Stefanie; Brun, Reto, Swiss Trop \& Publ Hlth Inst, CH-4002 Basel, Switzerland.}}, author = {Farimani, M. Moridi and Taheri, Salman and Ebrahimi, Samad N. and Bahadori, M. Babak and Khavasi, Hamid R. and Zimmermann, Stefanie and Brun, Reto and Hamburger, Matthias}, author-email = {{m\_moridi@sbu.ac.ir}}, biburl = {https://www.bibsonomy.org/bibtex/2856a92159066438ab29b23c393d2b8e6/hkhavasi}, cited-references = {{Ahmad VU, 1999, TETRAHEDRON LETT, V40, P7561, DOI 10.1016/S0040-4039(99)01603-2. Ahmad VU, 1999, J ORG CHEM, V64, P8465, DOI 10.1021/jo990024s. Ahmad VU, 2000, NAT PROD SCI, V6, P66. Amin G., 1991, POPULAR MED PLANTS I, V1, P41. Aoyagi Y, 2008, ORG LETT, V10, P4429, DOI 10.1021/ol801620u. Farimani MM, 2011, J NAT PROD, V74, P2200, DOI 10.1021/np200559c. Kintzios SE, 2000, SAGE GENUS SALVIA, P55. Li XC, 2010, CURR ORG CHEM, V14, P1678. MAJETICH G, 1994, J AM CHEM SOC, V116, P4979, DOI 10.1021/ja00090a050. Moghaddam F. M., 2010, J NAT PRODUCTS, V71, P1601. PARVEZ A, 1992, J ORG CHEM, V57, P4339, DOI 10.1021/jo00042a006. Rechinger KH, 1987, FLORA IRANICA, P403. Rustaiyan A, 2007, NAT PROD COMMUN, V2, P1031. Xu G, 2007, ORG LETT, V9, P291, DOI 10.1021/ol062748d.}}, doc-delivery-number = {{872SB}}, doi = {{10.1021/ol202953b}}, funding-acknowledgement = {{Shahid Beheshti University Research Council}}, funding-text = {{Financial support by the Shahid Beheshti University Research Council is gratefully acknowledged.}}, interhash = {0b286647dee4e9980b32883e993c39da}, intrahash = {856a92159066438ab29b23c393d2b8e6}, issn = {{1523-7060}}, journal = {{ORGANIC LETTERS}}, journal-iso = {{Org. Lett.}}, keywords = {imported}, keywords-plus = {{TERPENOIDS; BUCHARICA}}, language = {{English}}, month = {{JAN 6}}, number = {{1}}, number-of-cited-references = {{14}}, orcid-numbers = {{Ebrahimi, samad/0000-0003-2167-8032 taheri, salman/0000-0002-4230-5123}}, pages = {{166-169}}, publisher = {{AMER CHEMICAL SOC}}, research-areas = {{Chemistry}}, researcherid-numbers = {{Ebrahimi, samad/F-2477-2017 }}, times-cited = {{25}}, timestamp = {2017-05-10T15:29:29.000+0200}, title = {{Hydrangenone, a New Isoprenoid with an Unprecedented Skeleton from Salvia hydrangea}}, type = {{Article}}, unique-id = {{ISI:000298828500043}}, usage-count-last-180-days = {{1}}, usage-count-since-2013 = {{12}}, volume = {{14}}, web-of-science-categories = {{Chemistry, Organic}}, year = {{2012}} }