Development of Isoselenocyanate Compounds' Syntheses and Biological Applications

Emily E. Frieben, Shantu Amin, Arun Sharma

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

As the number of cases and cancer-related deaths are projected to rise in upcoming years, it is urgent to find ways to prevent or treat cancer. As such, food-derived products have gained attention as potential chemopreventive agents due to their availability, safety, and low cost. Isothiocyanates, the breakdown products of sulfur-containing glucosinolates in cruciferous vegetables, have shown substantial anticarcinogenic and chemopreventive activities for different human cancers. Furthermore, organoselenium compounds are known to exhibit chemopreventive and chemotherapeutic activity; moreover, these compounds are more effective anticancer agents than their sulfur isosteres. Hence, isothiocyanates have been modified to yield isoselenocyanates, which are more cytotoxic toward cancer cells when compared to their corresponding sulfur analogues. Herein, the synthesis and development of isoselenocyanates as novel treatments for cancer and other diseases are reviewed, highlighting the diverse chemistry and computational studies of this class of compounds as well as their pertinent biological applications.

Original languageEnglish (US)
Pages (from-to)5261-5275
Number of pages15
JournalJournal of Medicinal Chemistry
Volume62
Issue number11
DOIs
StatePublished - Jun 13 2019

Fingerprint

Sulfur
Isothiocyanates
Neoplasms
Organoselenium Compounds
Glucosinolates
Human Activities
Vegetables
Antineoplastic Agents
Safety
Costs and Cost Analysis
Food

All Science Journal Classification (ASJC) codes

  • Molecular Medicine
  • Drug Discovery

Cite this

@article{dfbd9e66d8fb48458ff4f7adbc5c3c9e,
title = "Development of Isoselenocyanate Compounds' Syntheses and Biological Applications",
abstract = "As the number of cases and cancer-related deaths are projected to rise in upcoming years, it is urgent to find ways to prevent or treat cancer. As such, food-derived products have gained attention as potential chemopreventive agents due to their availability, safety, and low cost. Isothiocyanates, the breakdown products of sulfur-containing glucosinolates in cruciferous vegetables, have shown substantial anticarcinogenic and chemopreventive activities for different human cancers. Furthermore, organoselenium compounds are known to exhibit chemopreventive and chemotherapeutic activity; moreover, these compounds are more effective anticancer agents than their sulfur isosteres. Hence, isothiocyanates have been modified to yield isoselenocyanates, which are more cytotoxic toward cancer cells when compared to their corresponding sulfur analogues. Herein, the synthesis and development of isoselenocyanates as novel treatments for cancer and other diseases are reviewed, highlighting the diverse chemistry and computational studies of this class of compounds as well as their pertinent biological applications.",
author = "Frieben, {Emily E.} and Shantu Amin and Arun Sharma",
year = "2019",
month = "6",
day = "13",
doi = "10.1021/acs.jmedchem.8b01698",
language = "English (US)",
volume = "62",
pages = "5261--5275",
journal = "Journal of Medicinal Chemistry",
issn = "0022-2623",
publisher = "American Chemical Society",
number = "11",

}

Development of Isoselenocyanate Compounds' Syntheses and Biological Applications. / Frieben, Emily E.; Amin, Shantu; Sharma, Arun.

In: Journal of Medicinal Chemistry, Vol. 62, No. 11, 13.06.2019, p. 5261-5275.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Development of Isoselenocyanate Compounds' Syntheses and Biological Applications

AU - Frieben, Emily E.

AU - Amin, Shantu

AU - Sharma, Arun

PY - 2019/6/13

Y1 - 2019/6/13

N2 - As the number of cases and cancer-related deaths are projected to rise in upcoming years, it is urgent to find ways to prevent or treat cancer. As such, food-derived products have gained attention as potential chemopreventive agents due to their availability, safety, and low cost. Isothiocyanates, the breakdown products of sulfur-containing glucosinolates in cruciferous vegetables, have shown substantial anticarcinogenic and chemopreventive activities for different human cancers. Furthermore, organoselenium compounds are known to exhibit chemopreventive and chemotherapeutic activity; moreover, these compounds are more effective anticancer agents than their sulfur isosteres. Hence, isothiocyanates have been modified to yield isoselenocyanates, which are more cytotoxic toward cancer cells when compared to their corresponding sulfur analogues. Herein, the synthesis and development of isoselenocyanates as novel treatments for cancer and other diseases are reviewed, highlighting the diverse chemistry and computational studies of this class of compounds as well as their pertinent biological applications.

AB - As the number of cases and cancer-related deaths are projected to rise in upcoming years, it is urgent to find ways to prevent or treat cancer. As such, food-derived products have gained attention as potential chemopreventive agents due to their availability, safety, and low cost. Isothiocyanates, the breakdown products of sulfur-containing glucosinolates in cruciferous vegetables, have shown substantial anticarcinogenic and chemopreventive activities for different human cancers. Furthermore, organoselenium compounds are known to exhibit chemopreventive and chemotherapeutic activity; moreover, these compounds are more effective anticancer agents than their sulfur isosteres. Hence, isothiocyanates have been modified to yield isoselenocyanates, which are more cytotoxic toward cancer cells when compared to their corresponding sulfur analogues. Herein, the synthesis and development of isoselenocyanates as novel treatments for cancer and other diseases are reviewed, highlighting the diverse chemistry and computational studies of this class of compounds as well as their pertinent biological applications.

UR - http://www.scopus.com/inward/record.url?scp=85060519005&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85060519005&partnerID=8YFLogxK

U2 - 10.1021/acs.jmedchem.8b01698

DO - 10.1021/acs.jmedchem.8b01698

M3 - Article

VL - 62

SP - 5261

EP - 5275

JO - Journal of Medicinal Chemistry

JF - Journal of Medicinal Chemistry

SN - 0022-2623

IS - 11

ER -