Novel Anti-Aging Benzoquinone Derivatives from Onosma bracteatum Wall

Abstract

The aim of this study was to investigate anti-aging molecules from Onosma bracteatum Wall, a traditional medicinal plant used in the Unani and Ayurvedic systems of medicine. During bioassay-guided isolation, two known benzoquinones, allomicrophyllone (1) and ehretiquinone (2) along with three novel benzoquinones designated as ehretiquinones B–D (3−5) were isolated from O. bracteatum. Their structures were characterized by spectroscopic analysis through 1D and 2D NMR, by MS spectroscopic analysis and comparing with those reported in the literatures. The anti-aging potential of the isolated benzoquinones was evaluated through a yeast lifespan assay, and the results indicated that 1, 2, 4 and 5 significantly extended the replicative lifespan of K6001 yeast, indicating that these benzoquinones obtained from O. brateatum have the ability to be employed as a potential therapeutic agent against age-related diseases.

Antioxidant Phytoconstituents From Onosma bracteata Wall. (Boraginaceae) Ameliorate the CCl4 Induced Hepatic Damage: In Vivo Study in Male Wistar Rats

“…These polyphenols have the antioxidant, antimutagenic and chemopreventive properties that might help to protect and conserve the constancy of genome (Mehta et al, 2010;Rodrıǵuez-Garcıá et al, 2019). Previous studies have reported the potential of Onosma genus as antioxidant compounds and their use in averting numerous pharmacological situations (Naz et al, 2006;Ebrahimzadeh et al, 2010;Ahmad et al, 2013;Imran et al, 2018;Farooq et al, 2019). In the current study, we investigated the antioxidant, antimutagenic, genoprotective, and hepatoprotective properties of Obeth from Onosma bracteata along with evaluation of the expression of proteins involved in the inflammation and apoptotic induction in in vivo studies using male Wistar rats.…”

“…demulcent, diuretic, anti-aging, antioxidant, antibacterial, wound healing, antileprotic, spasmolytic, and tonic nature ( Fareed et al, 2012 ). The entire parts of O. bracteata have pharmacological properties like anthelmintic, anti-inflammatory, antimicrobial, antiperoxidative, and radical scavenging ( Albaqami et al, 2018 ; Imran et al, 2018 ; Farooq et al, 2019 ). It is reported that Onosma genus is a rich source of flavonoids, benzoquinones, naphthoquinones, shikonins, and onosmins ( Kumar et al, 2013 ).…”

Ehretiquinone from Onosma bracteatum Wall Exhibits Antiaging Effect on Yeasts and Mammals through Antioxidative Stress and Autophagy Induction

“…A series of benzoquinone-type molecules with antiaging activity were isolated from O. bracteatum in a previous study based on the K6001 yeast bioassay system [ 23 ]. Among these molecules, EHR ( Figure 1(a) ) demonstrated the best performance in extending the replicative lifespan of K6001 at 1, 3, and 10 μ M ( Figure 1(b) ).…”

“…The previous study conducted by the authors found a series of antiaging benzoquinone-type molecules from O. Bracteatum and determined the chemical structure of these compounds [ 23 ]. Among these molecules, EHR not only has significant antiaging activities but also emerges as the best molecule.…”

“…The K6001 bioassay screening system also highlights the antiaging activity of this herb. A series of antiaging molecules are isolated on the basis of this system, and their chemical structure and antiaging activity are described [ 23 ]. Moreover, the structure–activity relationship study suggests that ehretiquinone (EHR) shows the best performance in extending the replicative lifespan of K6001.…”