Molecular spectroscopic behaviors of beta-arbutin in anti-skin cancer

Su, Yun-Ai; Sun, Xuwei; Wu, Ruixue; Zhang, Xing; Tu, Yunzhou

doi:10.1080/00387010.2020.1715441

Cited by 6 publications

(6 citation statements)

References 56 publications

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“…In addition to its skin whitening property which has been known for at least seven decades, arbutin (1) has been shown to possess various other therapeutically relevant biological properties, e.g., antioxidant, antimicrobial and anti-inflammatory [164,165]; it also has the potential as an anticancer agent [166][167][168][169][170][171][172][173][174][175][176][177][178][179][180][181]. Information obtained from the published literature on arbutin shows that this compound possesses cytotoxic properties against several human cancer and tumor cell lines including bladder, bone, brain, breast, cervical, colon, gastric, liver, prostate and skin cancers (Table 2) [166][167][168][169][170][171][172][173][174][175][176][177][178][179][180][181]. Most of these activities have been demonstrated in vitro, and in some cases, plausible mechanisms of action, e.g., apoptosis, have been identified (Table 2).…”

Section: Anticancer Potential Of Arbutinmentioning

confidence: 99%

“…In vitro [181] published literature on arbutin shows that this compound possesses cytotoxic properties against several human cancer and tumor cell lines including bladder, bone, brain, breast, cervical, colon, gastric, liver, prostate and skin cancers (Table 2) [166][167][168][169][170][171][172][173][174][175][176][177][178][179][180][181]. Most of these activities have been demonstrated in vitro, and in some cases, plausible mechanisms of action, e.g., apoptosis, have been identified (Table 2).…”

Section: Bladder Cancermentioning

confidence: 99%

“…The results from this study indicated that arbutin could be a candidate for anti-melanoma drug development. Earlier, the anti-skin cancer potential of arbutin was reported by studying the molecular spectroscopic behavior of this compound and its action on the carcinogen trans-crotonaldehyde [177].…”

Section: Melanoma or Skin Cancermentioning

confidence: 99%

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Arbutin: Occurrence in Plants, and Its Potential as an Anticancer Agent

Nahar

Al-Groshi

Kumar³

et al. 2022

Molecules

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Arbutin, a hydroquinone glucoside, has been detected in ca. 50 plant families, especially in the plants of the Asteraceae, Ericaceae, Proteaceae and Rosaceae families. It is one of the most widely used natural skin-whitening agents. In addition to its skin whitening property, arbutin possesses other therapeutically relevant biological properties, e.g., antioxidant, antimicrobial and anti-inflammatory, as well as anticancer potential. This review presents, for the first time, a comprehensive overview of the distribution of arbutin in the plant kingdom and critically appraises its therapeutic potential as an anticancer agent based on the literature published until the end of August 2022, accessed via several databases, e.g., Web of Science, Science Direct, Dictionary of Natural Products, PubMed and Google Scholar. The keywords used in the search were arbutin, cancer, anticancer, distribution and hydroquinone. Published outputs suggest that arbutin has potential anticancer properties against bladder, bone, brain, breast, cervix, colon, liver, prostate and skin cancers and a low level of acute or chronic toxicity.

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Section: Anticancer Potential Of Arbutinmentioning

confidence: 99%

Section: Bladder Cancermentioning

confidence: 99%

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Arbutin: Occurrence in Plants, and Its Potential as an Anticancer Agent

Nahar

Al-Groshi

Kumar³

et al. 2022

Molecules

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“…Arbutin, hydroquinone O-(α/β)-D-glucopyranoside, is a natural compound found in the leaves of Ericaceae plants (Bearberry). As a member of phenolic glycosides, arbutin possesses unique biological activities of antioxidant, antimicrobial, and anti-inflammatory (Jurica et al 2017 ), and anti-tumor (Takebayashi et al 2010 ; Dong-Seok Kim et al 2011 ; Lee and Kim 2012 ; Su et al 2020 ; Yi et al 2020 ; Nahar et al 2022 ), assuming its clinical application in the treatment of urinary tract infections, kidney stones, cystitis (Schindler et al 2002 ; Zhu et al 2018 ), and respiratory diseases (Zhou et al 2019 ). Moreover, arbutin, particularly its α-isomer has a greater inhibitory activity on tyrosinase than the β-isomer (Aung et al 2020 ), serves as a potent tyrosinase inhibitor that blocks the production of melanin in vivo.…”

Section: Introductionmentioning

confidence: 99%

Immobilization of Thermomyces lanuginosus lipase in a novel polysaccharide-based hydrogel by a two-step crosslinking method and its use in the lauroylation of α-arbutin

Chen,

She,

Zhao

et al. 2024

Bioresour. Bioprocess.

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The Thermomyces lanuginosus lipase (TLLs) was successfully immobilized within a novel hydrogel matrix through a two-step crosslinking method. TLLs were initially crosslinked through the Schiff base reaction by oxidized carboxymethyl cellulose (OCMC). The water-soluble OCMC@TLLs complex was subsequently crosslinked by carboxymethyl chitosan (CMCSH) in a microfluidic apparatus to form the CMCHS/OCMC@TLLs microspheres. The CD (Circular Dichroism, CD) and FT-IR (Fourier Transform infrared spectroscopy, FT-IR) spectra demonstrated that the crosslinking of TLLs with OCMC resulted in a less significant impact on their structure compared to that with glutaraldehyde. CMCHS/OCMC@TLLs showed decreased catalytic performance due to the mass transfer resistance, while its thermal stability was greatly improved. The CMCHS/OCMC@TLLs were used to catalyze the lauroylation of arbutin in tetrahydrofuran. After 12 h of reaction under optimal conditions, the yield of 6′-O-lauryl arbutin reached an impressive 92.12%. The prepared 6′-O-lauryl arbutin has high lipophilicity and exhibits similar tyrosinase inhibitory activity and higher antioxidant activity compared to its parent compound. Graphical Abstract

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“…The formation of the two isomers is based on the binding state of HQ and the anomeric carbon atom in the glucose molecule ( Hazman et al, 2021 ). Beneficial properties attributed to the isomers include anti-oxidative ( Yu et al, 2015 ), anti-inflammatory ( Lee & Kim, 2012 ), anti-microbial ( Jurica et al, 2017 ), and anti-cancer ( Su et al, 2020 ) effects. The list of potential applications of arbutin is growing ( Saeedi et al, 2021 ).…”

Section: Introductionmentioning

confidence: 99%

Recent Progress on Feasible Strategies for Arbutin Production

Xue

et al. 2022

Front. Bioeng. Biotechnol.

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Arbutin is a hydroquinone glucoside and a natural product present in various plants. Arbutin potently inhibits melanin formation. This property has been exploited in whitening cosmetics and pharmaceuticals. Arbutin production relies mainly on chemical synthesis. The multi-step and complicated process can compromise product purity. With the increasing awareness of sustainable development, the current research direction prioritizes environment-friendly, biobased arbutin production. In this review, current strategies for arbutin production are critically reviewed, with a focus on plant extraction, chemical synthesis, biotransformation, and microbial fermentation. Furthermore, the bottlenecks and perspectives for future direction on arbutin biosynthesis are discussed.

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Molecular spectroscopic behaviors of beta-arbutin in anti-skin cancer

Cited by 6 publications

References 56 publications

Arbutin: Occurrence in Plants, and Its Potential as an Anticancer Agent

Arbutin: Occurrence in Plants, and Its Potential as an Anticancer Agent

Immobilization of Thermomyces lanuginosus lipase in a novel polysaccharide-based hydrogel by a two-step crosslinking method and its use in the lauroylation of α-arbutin

Recent Progress on Feasible Strategies for Arbutin Production

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