SINTESIS DAN AKTIVITAS ANTIOKSIDAN SENYAWA 2-METOKSI- 4,6-DI(PROP-1-ENIL) FENOL DARI EUGENOL
Synthesis and antioxidant activity of 2-methoxy-4,6-di(prop-1-enyl) phenol from eugenol have been investigated. Synthesis was conducted via three stages of reaction. The first step reaction was CTAB micellar catalytic O-allylation reaction at room temperature to give 4-allyl-1-(allyloxy)-2-methoxybe...
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Format: | Thesis |
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[Yogyakarta] : Universitas Gadjah Mada
2011
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author | , Hernawan , Drs. Bambang Purwono, M.Sc, Ph.D, |
author_facet | , Hernawan , Drs. Bambang Purwono, M.Sc, Ph.D, |
author_sort | , Hernawan |
collection | UGM |
description | Synthesis and antioxidant activity of 2-methoxy-4,6-di(prop-1-enyl) phenol from
eugenol have been investigated. Synthesis was conducted via three stages of
reaction. The first step reaction was CTAB micellar catalytic O-allylation reaction
at room temperature to give 4-allyl-1-(allyloxy)-2-methoxybenzene (2).
Compound (2) was subsequently heated under Claisen rearrangement to produce
2,4-diallyl-6-methoxyphenol (3). The last step was isomerization of compound (3)
in alkaline conditions in ethylene glycol to yield 2-methoxy-4,6-di(prop-1-enyl)
phenol (4). Antioxidant activity test was conducted by TBARS and DPPH
methods. TBARS test showed that the compound (4) at 50 μM could inhibit the
oxidation of linoleic acid indicated by the increasing of time lag phase (96 + 2.94
minutes), reducing the rate of propagation (+ 54.54%) and reducing of malonal
dialdehide (MDA) formation (68.04 + 0.84%). In addition, DPPH test revealed
that compound (4) has an activity as anti-DPPH with IC50 101.23 μM comparable
with BHT IC5098.98 μM. |
first_indexed | 2024-03-13T22:32:42Z |
format | Thesis |
id | oai:generic.eprints.org:97391 |
institution | Universiti Gadjah Mada |
last_indexed | 2024-03-13T22:32:42Z |
publishDate | 2011 |
publisher | [Yogyakarta] : Universitas Gadjah Mada |
record_format | dspace |
spelling | oai:generic.eprints.org:973912016-03-04T08:49:58Z https://repository.ugm.ac.id/97391/ SINTESIS DAN AKTIVITAS ANTIOKSIDAN SENYAWA 2-METOKSI- 4,6-DI(PROP-1-ENIL) FENOL DARI EUGENOL , Hernawan , Drs. Bambang Purwono, M.Sc, Ph.D, ETD Synthesis and antioxidant activity of 2-methoxy-4,6-di(prop-1-enyl) phenol from eugenol have been investigated. Synthesis was conducted via three stages of reaction. The first step reaction was CTAB micellar catalytic O-allylation reaction at room temperature to give 4-allyl-1-(allyloxy)-2-methoxybenzene (2). Compound (2) was subsequently heated under Claisen rearrangement to produce 2,4-diallyl-6-methoxyphenol (3). The last step was isomerization of compound (3) in alkaline conditions in ethylene glycol to yield 2-methoxy-4,6-di(prop-1-enyl) phenol (4). Antioxidant activity test was conducted by TBARS and DPPH methods. TBARS test showed that the compound (4) at 50 μM could inhibit the oxidation of linoleic acid indicated by the increasing of time lag phase (96 + 2.94 minutes), reducing the rate of propagation (+ 54.54%) and reducing of malonal dialdehide (MDA) formation (68.04 + 0.84%). In addition, DPPH test revealed that compound (4) has an activity as anti-DPPH with IC50 101.23 μM comparable with BHT IC5098.98 μM. [Yogyakarta] : Universitas Gadjah Mada 2011 Thesis NonPeerReviewed , Hernawan and , Drs. Bambang Purwono, M.Sc, Ph.D, (2011) SINTESIS DAN AKTIVITAS ANTIOKSIDAN SENYAWA 2-METOKSI- 4,6-DI(PROP-1-ENIL) FENOL DARI EUGENOL. UNSPECIFIED thesis, UNSPECIFIED. http://etd.ugm.ac.id/index.php?mod=penelitian_detail&sub=PenelitianDetail&act=view&typ=html&buku_id=53986 |
spellingShingle | ETD , Hernawan , Drs. Bambang Purwono, M.Sc, Ph.D, SINTESIS DAN AKTIVITAS ANTIOKSIDAN SENYAWA 2-METOKSI- 4,6-DI(PROP-1-ENIL) FENOL DARI EUGENOL |
title | SINTESIS DAN AKTIVITAS ANTIOKSIDAN SENYAWA 2-METOKSI-
4,6-DI(PROP-1-ENIL) FENOL DARI EUGENOL |
title_full | SINTESIS DAN AKTIVITAS ANTIOKSIDAN SENYAWA 2-METOKSI-
4,6-DI(PROP-1-ENIL) FENOL DARI EUGENOL |
title_fullStr | SINTESIS DAN AKTIVITAS ANTIOKSIDAN SENYAWA 2-METOKSI-
4,6-DI(PROP-1-ENIL) FENOL DARI EUGENOL |
title_full_unstemmed | SINTESIS DAN AKTIVITAS ANTIOKSIDAN SENYAWA 2-METOKSI-
4,6-DI(PROP-1-ENIL) FENOL DARI EUGENOL |
title_short | SINTESIS DAN AKTIVITAS ANTIOKSIDAN SENYAWA 2-METOKSI-
4,6-DI(PROP-1-ENIL) FENOL DARI EUGENOL |
title_sort | sintesis dan aktivitas antioksidan senyawa 2 metoksi 4 6 di prop 1 enil fenol dari eugenol |
topic | ETD |
work_keys_str_mv | AT hernawan sintesisdanaktivitasantioksidansenyawa2metoksi46diprop1enilfenoldarieugenol AT drsbambangpurwonomscphd sintesisdanaktivitasantioksidansenyawa2metoksi46diprop1enilfenoldarieugenol |