Synthesis of 9-(4-bromophenyl)-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione using lime and lemon juice as a green catalyst and its antioxidant activity

Retnosari, Rini; Lestari, Anita Mukti Wibowo; Marfuah, Siti; Santoso, Aman; Sukarianingsih, Dedek; Rosidah, Yuli Ainun

doi:10.1063/5.0052653

Cited by 1 publication

(2 citation statements)

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“…al. [6], and the 1,8-dioxo-octahydroxantene derivative compound substituted with hydroxyl group revealed in the study by our previous publication [7,13]. The study carried out by Nirwani et al [26] presented that the hydroxyl group could hinder the free radicals reaction continuity through the hydrogen radical donation to the free radicals by hydroxyl group homolytic reaction producing more stable and less reactive free radicals.…”

Section: Table 1 Gc-ms Analysis Of Synthesized Compounds Without Cata...mentioning

confidence: 96%

“…Research carried out by Zukic et al [6] mentioned that the 1,8-dioxo-octahydroxantene derivatives substituted with hydroxyl groups in the ortho position and methoxy group in the meta position toward the benzene ring had an antioxidant activity with 62.83% inhibition and EC50 of 0.13 mM. Another study conducted by Retnosari et al [7] identified that 1,8dioxo-octahydroxantene derivatives substituted with hydroxyl groups in the para position toward the benzene ring had an antioxidant activity with lC50 of < 2 ppm. It indicated that the 1,8-dioxo-octahydroxantene derivatives had the robust antioxidant activities.…”

Section: Introductionmentioning

confidence: 98%

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Assisted ultrasonic wave of vanillin derivatives synthesis and antioxidant activity using DPPH method

Retnosari¹,

Sari²,

Marfuah³

et al. 2022

CST

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In recent years, the need for compounds with antioxidant activities have expanded. Generally, the natures of these compounds involve the presence of conjugated double bonds, phenolic groups, and resonance effects on the structure. One of the compounds with the phenolic group is vanillin. It can be modified into the derivative of 1,8-dioxo-octahydroxantene compound due to its aldehyde content. Meanwhile, 1,8-dioxo-octahydroxantene compound has two 2- cyclohexenone rings bound in the pyran ring and one phenolic group, expected to carry more excellent antioxidant activity than vanillin. The 9-(4-hydroxy-3-methoxyphenyl)-3,4,5,6,7,9- hexahydro -1H-xantene-1,8(2H)-dione (Compound 1) was synthesized from 1,3- cyclohexanedione and vanillin through Knoevenagel's condensation reaction aided with an acid catalyst with a single reaction phase. Besides, green chemistry was adopted in this study using environmentally friendly catalysts from lime juice and ultrasonic wave. The synthesized compounds' structure was confirmed through the spectrophotometer IR, GC-MS, and 1H-NMR spectrometer, while its antioxidant activity was tested using the DPPH method. The reaction occurred with and without lime juice catalyst, producing yields of 6.65% and 70.58%, respectively. The results of the antioxidant activity test suggest that Compound 1 carries substantially robust antioxidant activities, with IC50 of 0.99 ppm.

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Section: Table 1 Gc-ms Analysis Of Synthesized Compounds Without Cata...mentioning

confidence: 96%

Section: Introductionmentioning

confidence: 98%

Assisted ultrasonic wave of vanillin derivatives synthesis and antioxidant activity using DPPH method

Retnosari¹,

Sari²,

Marfuah³

et al. 2022

CST

View full text Add to dashboard Cite

show abstract

Synthesis of 9-(4-bromophenyl)-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione using lime and lemon juice as a green catalyst and its antioxidant activity

Cited by 1 publication

References 20 publications

Assisted ultrasonic wave of vanillin derivatives synthesis and antioxidant activity using DPPH method

Assisted ultrasonic wave of vanillin derivatives synthesis and antioxidant activity using DPPH method

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