Synthesis, microbial transformation, and pharmacological evaluation of 4,5-dihydronaphtho[2,1-b]furan-2-ones and related analogues

Khalid A. El Sayed; Ahmed I. Foudah; Alejandro M.S. Mayer; A. Michael Crider; Daniel Song

doi:10.1039/c3md00111c

Synthesis, microbial transformation, and pharmacological evaluation of 4,5-dihydronaphtho[2,1-b]furan-2-ones and related analogues

Khalid A. El Sayed
, Ahmed I. Foudah
, Alejandro M.S. Mayer
, A. Michael Crider
, Daniel Song

Research output: Contribution to journal › Article › peer-review

10 Scopus citations

Abstract

Reaction of 5- or 7-methoxy-2-tetralone with an α-bromoester using lithium diisopropylamide as the base gave tricyclic naphtho[2,1-b]furan-2-ones in one step. Catalytic reduction, epimerization with triethylamine and microbial transformations yielded several related analogues. Some naphtho[2,1-b]furan-2- ones showed anti-inflammatory and breast cancer migration inhibitory activities.

Original language	English
Pages (from-to)	1231-1238
Number of pages	8
Journal	MedChemComm
Volume	4
Issue number	9
DOIs	https://doi.org/10.1039/c3md00111c
State	Published - Sep 2013
Externally published	Yes

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 3 Good Health and Well-being

Access to Document

10.1039/c3md00111c

Cite this

@article{154b7f91384d453b921bc410d019d2db,

title = "Synthesis, microbial transformation, and pharmacological evaluation of 4,5-dihydronaphtho[2,1-b]furan-2-ones and related analogues",

abstract = "Reaction of 5- or 7-methoxy-2-tetralone with an α-bromoester using lithium diisopropylamide as the base gave tricyclic naphtho[2,1-b]furan-2-ones in one step. Catalytic reduction, epimerization with triethylamine and microbial transformations yielded several related analogues. Some naphtho[2,1-b]furan-2- ones showed anti-inflammatory and breast cancer migration inhibitory activities.",

author = "\{El Sayed\}, \{Khalid A.\} and Foudah, \{Ahmed I.\} and Mayer, \{Alejandro M.S.\} and Crider, \{A. Michael\} and Daniel Song",

year = "2013",

month = sep,

doi = "10.1039/c3md00111c",

language = "English",

volume = "4",

pages = "1231--1238",

journal = "MedChemComm",

issn = "2040-2503",

publisher = "Royal Society of Chemistry",

number = "9",

}

TY - JOUR

T1 - Synthesis, microbial transformation, and pharmacological evaluation of 4,5-dihydronaphtho[2,1-b]furan-2-ones and related analogues

AU - El Sayed, Khalid A.

AU - Foudah, Ahmed I.

AU - Mayer, Alejandro M.S.

AU - Crider, A. Michael

AU - Song, Daniel

PY - 2013/9

Y1 - 2013/9

N2 - Reaction of 5- or 7-methoxy-2-tetralone with an α-bromoester using lithium diisopropylamide as the base gave tricyclic naphtho[2,1-b]furan-2-ones in one step. Catalytic reduction, epimerization with triethylamine and microbial transformations yielded several related analogues. Some naphtho[2,1-b]furan-2- ones showed anti-inflammatory and breast cancer migration inhibitory activities.

AB - Reaction of 5- or 7-methoxy-2-tetralone with an α-bromoester using lithium diisopropylamide as the base gave tricyclic naphtho[2,1-b]furan-2-ones in one step. Catalytic reduction, epimerization with triethylamine and microbial transformations yielded several related analogues. Some naphtho[2,1-b]furan-2- ones showed anti-inflammatory and breast cancer migration inhibitory activities.

UR - https://www.scopus.com/pages/publications/84883004095

U2 - 10.1039/c3md00111c

DO - 10.1039/c3md00111c

M3 - Article

AN - SCOPUS:84883004095

SN - 2040-2503

VL - 4

SP - 1231

EP - 1238

JO - MedChemComm

JF - MedChemComm

IS - 9

ER -

Synthesis, microbial transformation, and pharmacological evaluation of 4,5-dihydronaphtho[2,1-b]furan-2-ones and related analogues

Abstract

UN SDGs

Access to Document

Other files and links

Fingerprint

Cite this