Naphthoquinones from the roots of Aloe secundiflora

Induli, Martha; Cheloti, Michael; Wasuna, Antonina; Wekesa, Ingrid; Wanjohi, John M.; Boyer, Robert; Heydenrich, Matthias; Makayoto, Moses; Yenesew, Abiy

doi:10.1016/j.phytol.2012.04.014

Cited by 24 publications

(23 citation statements)

References 12 publications

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“…In addition, some glycoproteins present in the A. vera gel have antitumor and antiulcer effects and may increase the proliferation of normal human skin cells [12]. In the case of the root, some phenolic compounds, especially naphthoquinones and anthraquinones, have also been identified [13][14][15].…”

Section: Introductionmentioning

confidence: 99%

Chemical Composition and Antioxidant Activity of Aloe vera from the Pica Oasis (Tarapacá, Chile) by UHPLC-Q/Orbitrap/MS/MS

Quispe

Villalobos

Bórquez

et al. 2018

Journal of Chemistry

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e chemical composition of Aloe vera growing in the small town of San Andrés de Pica, an oasis of warm waters and typical fruits, located in Tamarugal province in the Northern Chilean region of Tarapacá is reported. e chemical characterization was performed using liquid chromatography (UHPLC) coupled to PDA and high-resolution mass spectrometry (HESI-Q-Orbitrap ® -MS) in four different plant parts of Aloe (peel, flowers, gel, and roots). Twenty-five phenolic compounds were identified, including cinnamic acids and other derivatives (e.g., caffeic and chlorogenic acids), chromones (e.g., aloesin and isoaloeresin D), anthracene compounds and derivatives (e.g., aloin A/B and emodin), and several C-flavonoids (e.g., orientin and isovitexin), among others. Total antioxidant activity of the ethanolic extracts of the peels, flowers, gel, and roots was measured as the capturing of the DPPH • and ABTS •+ radicals, while the iron-reducing antioxidant power (FRAP) was measured by spectroscopic methods. e peel had the highest antioxidant activity with values of 2.43 mM ET/g MF (DPPH • ), 34.32 mM ET/g MF (ABTS •+ ), and 3.82 mM ET/g MF (FRAP). According to our results, the peel is the best part of the plant for the production of nutraceuticals or cosmetics products for its greatest number of bioactive compounds. is is a new and innovative finding since the only part used in traditional medicine is the gel of Aloe, and the peel is generally considered waste and discarded.

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Section: Introductionmentioning

confidence: 99%

Chemical Composition and Antioxidant Activity of Aloe vera from the Pica Oasis (Tarapacá, Chile) by UHPLC-Q/Orbitrap/MS/MS

Quispe

Villalobos

Bórquez

et al. 2018

Journal of Chemistry

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“…In addition, numerous aloe species have also been used for various conditions, ranging from dermatitis to cancer. [36][37][38] As previously reported, one of the chemical constituents found in aloe is aloesaponarin I (methyl 3,8-dihydroxy-1-methyl-9,10dihydroanthracene-2-carboxylate, ASI), shown in Fig. 1.…”

Section: Introductionmentioning

confidence: 67%

A theoretical investigation on excited-state single or double proton transfer process for aloesaponarin I

et al. 2018

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The excited-state proton transfer (ESPT) dynamical behavior of aloesaponarin I (ASI) was studied using density functional theory (DFT) and time-dependent DFT (TDDFT) methods. Our calculated vertical excitation energies based on TDDFT reproduced the experimental absorption and fluorescence spectra well [Nagaoka et al. J. Phys. Chem. B, 117, 4347 (2013)]. Two intramolecular hydrogen bonds were confirmed to be strengthened in the S1 state, which makes ESPT possible. Herein, the ESPT process is more likely to happen, along with one hydrogen bond (O1–H2⋯O3). Qualitative analyses about charge distribution further demonstrate that the ESPT process could occur because of the intramolecular charge transfer. Our constructed potential energy surfaces of both S0 and S1 states show that a single proton transfer reactive is more reasonable along with the intramolecular hydrogen bond (O1–H2⋯O3) rather than O4–H5⋯O6 in the S1 stated potential energy surface. Then, ASI-SPT* decays to the ground state with a 640 nm fluorescence; subsequently, the ASI-SPT form shows that reverse ground state single-proton transfer back to the ASI structure occurs. Particularly, dependent on relatively accurate potential energy barriers among these excited-state stable structures, we confirmed the excited-state single proton transfer process rather than using the controversial nodal plane model.

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“…It can be seen that the red regions are located at the electronegative atoms, and that the blue regions are located at the hydrogen atoms. For AS1, the red region is localized on the oxygen atoms of hydroxyl group O 1 …”

Section: Electrostatic Potential Analysismentioning

confidence: 99%

“…Aloe is an active and frequently used ingredient in hundreds of skin lotions, sun blocks for UV protection, and different cosmetics for its cosmetic and healing properties [1][2][3][4][5][6][7][8][9][10][11]. Numerous Aloe species around the world are used in conditions ranging from dermatitis to cancer [1][2][3].…”

Section: Introductionmentioning

confidence: 99%

“…Numerous Aloe species around the world are used in conditions ranging from dermatitis to cancer [1][2][3]. Aloesaponarin 1 (AS1) is a characteristic constituent of the roots of Aloe species with the following features: anti-bacterial activity against mycobacterium tuberculosis in the Microplate Alamar Blue Assay (MABA) and Low Oxygen Recovery Assay (LORA) [4][5][6].…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Photoinduced excited state intramolecular proton transfer and spectral behaviors of Aloesaponarin 1

Yang

Liu

Yang

et al. 2015

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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Naphthoquinones from the roots of Aloe secundiflora

Cited by 24 publications

References 12 publications

Chemical Composition and Antioxidant Activity of Aloe vera from the Pica Oasis (Tarapacá, Chile) by UHPLC-Q/Orbitrap/MS/MS

Chemical Composition and Antioxidant Activity of Aloe vera from the Pica Oasis (Tarapacá, Chile) by UHPLC-Q/Orbitrap/MS/MS

A theoretical investigation on excited-state single or double proton transfer process for aloesaponarin I

Photoinduced excited state intramolecular proton transfer and spectral behaviors of Aloesaponarin 1

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