{"id":64909,"date":"2023-02-14T07:59:07","date_gmt":"2023-02-14T00:59:07","guid":{"rendered":"https:\/\/asprou.com\/?p=64909"},"modified":"2024-09-24T14:29:00","modified_gmt":"2024-09-24T07:29:00","slug":"nghien-cuu-thanh-phan-hoa-hoc-huong-tac-dung-chong-oxy-hoa-cua-la-cay-voi-cleistocalyx-operculatus-roxb","status":"publish","type":"post","link":"https:\/\/asprou.com\/khoa-duoc\/thong-bao-tin-tuc-khoa-duoc\/nghien-cuu-thanh-phan-hoa-hoc-huong-tac-dung-chong-oxy-hoa-cua-la-cay-voi-cleistocalyx-operculatus-roxb\/","title":{"rendered":"Nghi\u00ean c\u1ee9u th\u00e0nh ph\u1ea7n h\u00f3a h\u1ecdc h\u01b0\u1edbng t\u00e1c d\u1ee5ng ch\u1ed1ng oxy h\u00f3a c\u1ee7a l\u00e1
c\u00e2y V\u1ed1i (Cleistocalyx operculatus <\/em>Roxb.)<\/strong>"},"content":{"rendered":"\n

V\u1ed1i l\u00e0 m\u1ed9t d\u01b0\u1ee3c li\u1ec7u (bao g\u1ed3m l\u00e1 v\u00e0 n\u1ee5 V\u1ed1i) \u0111\u01b0\u1ee3c d\u00f9ng kh\u00e1 ph\u1ed5 bi\u1ebfn trong d\u00e2n gian \u0111\u1ec3 l\u00e0m tr\u00e0 u\u1ed1ng thanh nhi\u1ec7t, gi\u1ea3i \u0111\u1ed9c, tr\u1ee3 ti\u00eau h\u00f3a, ch\u1eefa ki\u1ebft l\u1ef5. D\u00f9ng ngo\u00e0i \u0111\u1ec3 r\u1eeda m\u1ee5n nh\u1ecdt, v\u1ebft lo\u00e9t. C\u00e1c nghi\u00ean c\u1ee9u cho th\u1ea5y c\u00e2y c\u00f3 th\u00e0nh ph\u1ea7n ch\u00ednh l\u00e0 tinh d\u1ea7u, flavonoid v\u00e0 tannin [1]. Tr\u00ean th\u1ebf gi\u1edbi, v\u1ec1 t\u00e1c d\u1ee5ng n\u1ee5 V\u1ed1i \u0111\u01b0\u1ee3c nghi\u00ean c\u1ee9u v\u1ec1 ho\u1ea1t t\u00ednh ch\u1ed1ng oxi h\u00f3a, ch\u1ed1ng vi\u00eam nhi\u1ec5m, kh\u00e1ng vi sinh v\u1eadt; v\u1ec1 h\u00f3a h\u1ecdc \u0111\u01b0\u1ee3c nghi\u00ean c\u1ee9u v\u1ec1 th\u00e0nh ph\u1ea7n tinh d\u1ea7u, flavonoid, terpenoid trong khi \u0111\u00f3 c\u00e1c c\u00f4ng b\u1ed1 v\u1ec1 l\u00e1 V\u1ed1i h\u00e3y c\u00f2n kh\u00e1 \u00edt [2]. \u1ede n\u01b0\u1edbc ta hi\u1ec7n c\u0169ng r\u1ea5t hi\u1ebfm c\u00f4ng tr\u00ecnh nghi\u00ean c\u1ee9u c\u00f3 h\u1ec7 th\u1ed1ng v\u1ec1 l\u00e1 c\u1ee7a c\u00e2y n\u00e0y. Do \u0111\u00f3, ch\u00fang t\u00f4i ti\u1ebfn h\u00e0nh th\u1ef1c hi\u1ec7n \u0111\u1ec1 t\u00e0i <\/em>\u201cNghi\u00ean c\u1ee9u th\u00e0nh ph\u1ea7n h\u00f3a h\u1ecdc h\u01b0\u1edbng t\u00e1c d\u1ee5ng ch\u1ed1ng oxy h\u00f3a c\u1ee7a l\u00e1 c\u00e2y V\u1ed1i (Cleistocalyx operculatus <\/em>Roxb.)<\/em>\u201d \u0111\u1ec3 b\u1ed5 sung c\u00e1c d\u1eef li\u1ec7u v\u1ec1 h\u00f3a h\u1ecdc v\u00e0 sinh h\u1ecdc c\u1ee7a c\u00e2y n\u00e0y, l\u00e0m ti\u1ec1n \u0111\u1ec1 cho c\u00e1c nghi\u00ean c\u1ee9u ti\u1ebfp theo.<\/p>\n\n\n\n

Nguy\u00ean li\u1ec7u<\/strong><\/p>\n\n\n\n

Nguy\u00ean li\u1ec7u l\u00e0 l\u00e1 c\u1ee7a c\u00e2y V\u1ed1i thu h\u00e1i t\u1ea1i C\u1ee7 Chi, TP. HCM. M\u1eabu d\u01b0\u1ee3c li\u1ec7u \u0111\u00e3 \u0111\u01b0\u1ee3c TS. V\u00f5 V\u0103n Chi, nguy\u00ean gi\u1ea3ng vi\u00ean B\u1ed9 m\u00f4n D\u01b0\u1ee3c li\u1ec7u, \u0110\u1ea1i h\u1ecdc Y D\u01b0\u1ee3c TP. H\u1ed3 Ch\u00ed Minh, x\u00e1c \u0111\u1ecbnh t\u00ean khoa h\u1ecdc l\u00e0 Cleistocalyx operculatus<\/em> (Roxb.) Merr. et Perry, thu\u1ed9c h\u1ecd Sim (Myrtaceae). M\u1eabu nghi\u00ean c\u1ee9u hi\u1ec7n \u0111ang \u0111\u01b0\u1ee3c l\u01b0u gi\u1eef t\u1ea1i B\u1ed9 m\u00f4n D\u01b0\u1ee3c li\u1ec7u, Khoa D\u01b0\u1ee3c, \u0110\u1ea1i h\u1ecdc Y D\u01b0\u1ee3c TP. H\u1ed3 Ch\u00ed Minh.<\/p>\n\n\n\n

Ph\u01b0\u01a1ng ph\u00e1p nghi\u00ean c\u1ee9u<\/strong><\/p>\n\n\n\n

Ph\u01b0\u01a1ng ph\u00e1p chi\u1ebft xu\u1ea5t v\u00e0 ph\u00e2n l\u1eadp<\/strong><\/p>\n\n\n\n

10 kg l\u00e1 V\u1ed1i \u0111\u01b0\u1ee3c chi\u1ebft ng\u1ea5m ki\u1ec7t v\u1edbi ethanol 70%, thu \u0111\u01b0\u1ee3c 7 L d\u1ecbch chi\u1ebft, c\u00f4 quay \u00e1p su\u1ea5t gi\u1ea3m thu \u0111\u01b0\u1ee3c 1,05 kg cao \u0111\u1eadm \u0111\u1eb7c. Cao \u0111\u01b0\u1ee3c \u0111em pha lo\u00e3ng v\u1edbi n\u01b0\u1edbc, chi\u1ebft ph\u00e2n b\u1ed1 l\u1ecfng-l\u1ecfng v\u1edbi c\u00e1c dung m\u00f4i c\u00f3 \u0111\u1ed9 ph\u00e2n c\u1ef1c t\u0103ng d\u1ea7n l\u00e0 n<\/em>-hexan, dicloromethan, ethyl acetat thu \u0111\u01b0\u1ee3c cao n<\/em>-hexan (107,6g); cao cloroform (118,9g); cao ethyl acetat (169,1g).<\/p>\n\n\n\n

Kh\u1ea3o s\u00e1t t\u00e1c d\u1ee5ng ch\u1ed1ng oxy h\u00f3a c\u1ee7a 4 lo\u1ea1i cao chi\u1ebft: cao n<\/em>-hexan, cao cloroform, cao ethyl acetat v\u00e0 cao n\u01b0\u1edbc. K\u1ebft qu\u1ea3 cho th\u1ea5y ho\u1ea1t t\u00ednh ch\u1ed1ng oxy h\u00f3a gi\u1ea3m d\u1ea7n theo th\u1ee9 t\u1ef1 l\u00e0 cao ethyl acetat (82,05%) > cloroform (25,38%) > cao n\u01b0\u1edbc (24,83%) > cao n<\/em>-hexan (14,63%). Trong s\u1ed1 n\u00e0y, cao ethyl acetat l\u00e0 cao c\u00f3 t\u00e1c d\u1ee5ng m\u1ea1nh v\u00e0 \u0111\u01b0\u1ee3c ch\u1ecdn \u0111\u1ec3 kh\u1ea3o s\u00e1t ti\u1ebfp th\u00e0nh ph\u1ea7n h\u00f3a h\u1ecdc.<\/p>\n\n\n\n

T\u1eeb 70 g cao EtOAc, b\u1eb1ng s\u1eafc k\u00fd c\u1ed9t v\u1edbi h\u1ec7 dung m\u00f4i cloroform \u2013 ethyl acetat v\u1edbi t\u1ef7 l\u1ec7 ethyl acetat t\u0103ng d\u1ea7n: 100\u00e0(95:5)\u00e0(90:10)\u00e0(80:20)\u00e0ethyl acetat (100%) \u2026 thu \u0111\u01b0\u1ee3c 9 ph\u00e2n \u0111o\u1ea1n:<\/p>\n\n\n\n

T\u1eeb ph\u00e2n \u0111o\u1ea1n E8 thu \u0111\u01b0\u1ee3c ch\u1ea5t 1<\/strong>, \u0111\u1eb7t t\u00ean l\u00e0 CO1<\/strong> (81,61 mg), l\u00e0 m\u1ed9t ch\u1ea5t \u1edf d\u1ea1ng b\u1ed9t v\u00f4 \u0111\u1ecbnh h\u00ecnh m\u00e0u v\u00e0ng \u0111\u1eadm. T\u1eeb ph\u00e2n \u0111o\u1ea1n E5 thu \u0111\u01b0\u1ee3c ch\u1ea5t 2<\/strong>, \u0111\u1eb7t t\u00ean l\u00e0 CO3A<\/strong> (52 mg), l\u00e0 ch\u1ea5t \u1edf d\u1ea1ng b\u1ed9t v\u00f4 \u0111\u1ecbnh h\u00ecnh m\u00e0u v\u00e0ng nh\u1ea1t. T\u1eeb ph\u00e2n \u0111o\u1ea1n E3 thu \u0111\u01b0\u1ee3c ch\u1ea5t 3<\/strong>, \u0111\u1eb7t t\u00ean l\u00e0 CO4<\/strong> (56 mg), l\u00e0 ch\u1ea5t \u1edf d\u1ea1ng b\u1ed9t m\u00e0u v\u00e0ng t\u01b0\u01a1i.<\/p>\n\n\n\n

C\u1ea5u tr\u00fac c\u00e1c ch\u1ea5t ph\u00e2n l\u1eadp \u0111\u01b0\u1ee3c x\u00e1c \u0111\u1ecbnh b\u1eb1ng ph\u1ed5 MS v\u00e0 NMR (\u0111o tr\u00ean m\u00e1y Bruker AM500 FT-NMR t\u1ea1i Vi\u1ec7n H\u00e0n l\u00e2m khoa h\u1ecdc v\u00e0 c\u00f4ng ngh\u1ec7 Vi\u1ec7t Nam)<\/p>\n\n\n\n

Kh\u1ea3o s\u00e1t t\u00e1c d\u1ee5ng ch\u1ed1ng oxy h\u00f3a<\/strong><\/p>\n\n\n\n

C\u00e1c ch\u1ea5t nghi\u00ean c\u1ee9u c\u00f3 t\u00e1c d\u1ee5ng ch\u1ed1ng oxy h\u00f3a theo c\u01a1 ch\u1ebf d\u1eadp t\u1eaft g\u1ed1c t\u1ef1 do s\u1ebd l\u00e0m gi\u1ea3m m\u00e0u c\u1ee7a DPPH, x\u00e1c \u0111\u1ecbnh kh\u1ea3 n\u0103ng n\u00e0y b\u1eb1ng c\u00e1ch \u0111o quang \u1edf b\u01b0\u1edbc s\u00f3ng 517 nm.<\/p>\n\n\n\n

Chu\u1ea9n b\u1ecb<\/em> <\/em>                             <\/em><\/em><\/p>\n\n\n\n

Dung d\u1ecbch DPPH: pha dung d\u1ecbch DPPH 0,5 mM trong methanol pha xong d\u00f9ng ngay, \u0111\u1ef1ng trong l\u1ecd th\u1ee7y tinh m\u00e0u.<\/p>\n\n\n\n

Pha dung d\u1ecbch \u0111\u1ed1i chi\u1ebfu acid ascorbic n\u1ed3ng \u0111\u1ed9: 2, 3, 4, 6, 8, 10, 12, 14, 18 \u03bcg\/ml trong MeOH \u0111\u1ec3 x\u00e1c \u0111\u1ecbnh IC50<\/sub> v\u00e0 so s\u00e1nh k\u1ebft qu\u1ea3 v\u1edbi m\u1eabu th\u1eed.<\/p>\n\n\n\n

Kh\u1ea3o s\u00e1t ho\u1ea1t t\u00ednh \u0111\u00e1nh b\u1eaft g\u1ed1c t\u1ef1 do DPPH c\u1ee7a 5 m\u1eabu cao: to\u00e0n ph\u1ea7n (TP), n<\/em>-hexan (H), cloroform (C), ethyl acetat (EA), n\u01b0\u1edbc (N). C\u00e1c m\u1eabu cao \u0111\u01b0\u1ee3c pha \u1edf c\u00f9ng n\u1ed3ng \u0111\u1ed9 18 \u00b5g\/ml trong methanol. N\u1ebfu m\u1eabu kh\u00f3 tan, tr\u1ee3 tan b\u1eb1ng DMSO v\u1edbi t\u1ef7 l\u1ec7 x\u00e1c \u0111\u1ecbnh.<\/p>\n\n\n\n

Kh\u1ea3o s\u00e1t \u0111\u1ed9ng h\u1ecdc:<\/em> x\u00e1c \u0111\u1ecbnh th\u1eddi gian ph\u1ea3n \u1ee9ng gi\u1eefa dung d\u1ecbch th\u1eed v\u00e0 dung d\u1ecbch DPPH \u0111\u1ebfn khi x\u1ea3y ra ho\u00e0n to\u00e0n, \u0111\u1ed9 h\u1ea5p thu \u1ed5n \u0111\u1ecbnh.<\/p>\n\n\n\n

M\u1eabu \u0111o<\/em>: th\u1ef1c hi\u1ec7n ph\u1ea3n \u1ee9ng trong l\u1ecd m\u00e0u n\u00e2u.<\/p>\n\n\n\n

C\u00e1c ph\u1ea3n \u1ee9ng ph\u1ea3i th\u1ef1c hi\u1ec7n \u1edf ch\u1ed7 t\u1ed1i, sau 30 ph\u00fat \u0111\u1ebfn khi \u1ed5n \u0111\u1ecbnh th\u00ec \u0111o quang \u1edf b\u01b0\u1edbc s\u00f3ng 517 nm.<\/a><\/p>\n\n\n\n

B\u1ea3ng 1.<\/strong><\/a> C\u00e1ch pha m\u1eabu \u0111o c\u1ee7a ph\u01b0\u01a1ng ph\u00e1p DPPH.<\/p>\n\n\n\n

\u1ed0ng<\/strong><\/td>Dung d\u1ecbch th\u1eed<\/strong>               (ml)       <\/strong><\/td>Dung m\u00f4i MeOH<\/strong> (ml)<\/strong><\/td>Dung d\u1ecbch DPPH<\/strong> (ml)<\/strong><\/td><\/tr>
Tr\u1eafng<\/td>0<\/td>4<\/td>0<\/td><\/tr>
Ch\u1ee9ng<\/td>0<\/td>3,5<\/td>0,5<\/td><\/tr>
Th\u1eed<\/td>1<\/td>2,5<\/td>0,5<\/td><\/tr><\/tbody><\/table><\/figure>\n\n\n\n

T\u00ednh to\u00e1n k\u1ebft qu\u1ea3: <\/em>Ho\u1ea1t t\u00ednh ch\u1ed1ng oxy h\u00f3a (HTCO) c<\/em>\u1ee7a dung d\u1ecbch th\u1eed \u0111\u01b0\u1ee3c t\u00ednh theo c\u00f4ng th\u1ee9c: <\/a>HTCO (%) = [(Absch\u1ee9ng<\/sub> \u2013 Absth\u1eed<\/sub>)\/ (Absch\u1ee9ng<\/sub> \u2013 Abstr\u1eafng<\/sub>)] x 100<\/p>\n\n\n\n

                        Abs: \u0111\u1ed9 h\u1ea5p thu \u0111o \u0111\u01b0\u1ee3c \u1edf 517 nm.<\/p>\n\n\n\n

X\u00e1c \u0111\u1ecbnh IC50<\/sub><\/em><\/p>\n\n\n\n

IC50<\/sub> l\u00e0 n\u1ed3ng \u0111\u1ed9 m\u00e0 t\u1ea1i \u0111\u00f3 ch\u1ea5t th\u1eed lo\u1ea1i b\u1ecf \u0111\u01b0\u1ee3c 50% g\u1ed1c t\u1ef1 do DPPH.<\/strong><\/p>\n\n\n\n

C\u00e1ch t\u00ednh gi\u00e1 tr\u1ecb IC50<\/sub>: pha m\u1ed9t giai m\u1eabu c\u00f3 \u00edt nh\u1ea5t 5 n\u1ed3ng \u0111\u1ed9, trong \u0111\u00f3 ph\u1ea3i bao h\u00e0m n\u1ed3ng \u0111\u1ed9 cho HTCO 50%, v\u1ebd \u0111\u1ed3 th\u1ecb bi\u1ec3u di\u1ec5n s\u1ef1 ph\u1ee5 thu\u1ed9c c\u1ee7a HTCO (%) theo n\u1ed3ng \u0111\u1ed9 ch\u1ea5t kh\u1ea3o s\u00e1t b\u1eb1ng ph\u1ea7m m\u1ec1m excel. T\u1eeb \u0111\u1ed3 th\u1ecb, n\u1ed9i suy ra gi\u00e1 tr\u1ecb n\u1ed3ng \u0111\u1ed9 c\u00f3 HTCO 50% t\u1ee9c l\u00e0 IC50<\/sub> t\u1eeb ph\u01b0\u01a1ng tr\u00ecnh h\u1ed3i quy tuy\u1ebfn t\u00ednh c\u00f3 d\u1ea1ng y = ax + b th\u1ebf y = 50 v\u00e0o \u0111\u1ec3 suy ra IC50<\/sub>.<\/p>\n\n\n\n

K\u1ebft qu\u1ea3 th\u1eed t\u00e1c d\u1ee5ng ch\u1ed1ng oxy h\u00f3a c\u1ee7a c\u00e1c m\u1eabu theo ph\u01b0\u01a1ng ph\u00e1p DPP<\/em><\/strong><\/a>H<\/em><\/strong><\/em><\/strong><\/p>\n\n\n\n

Ti\u1ebfn h\u00e0nh kh\u1ea3o s\u00e1t ho\u1ea1t t\u00ednh ch\u1ed1ng oxy h\u00f3a in vitro<\/em> c\u1ee7a c\u00e1c ch\u1ea5t tinh khi\u1ebft ph\u00e2n l\u1eadp \u0111\u01b0\u1ee3c: cao EtOAc, Ch\u1ea5t 1<\/strong>, Ch\u1ea5t 2<\/strong>, Ch\u1ea5t 3<\/strong>. So s\u00e1nh IC50<\/sub> c\u1ee7a c\u00e1c m\u1eabu th\u1eed v\u1edbi v\u1edbi ch\u1ea5t \u0111\u1ed1i chi\u1ebfu (acid ascorbic).<\/p>\n\n\n\n

K\u1ebft qu\u1ea3 v\u00e0 b\u00e0n lu\u1eadn<\/strong><\/p>\n\n\n\n

X\u00e1c \u0111\u1ecbnh c\u1ea5u tr\u00fac c\u00e1c ch\u1ea5t ph\u00e2n l\u1eadp<\/strong><\/p>\n\n\n\n

Ch\u1ea5t 1 (CO1):<\/em><\/strong><\/p>\n\n\n\n

Ph\u1ed5 MS: ph\u1ed5 MS–<\/sup> <\/sup>c\u1ee7a CO1<\/strong> cho m\u1ea3nh m\/z<\/em> [M-H]–<\/sup> <\/sup>301, cho bi\u1ebft CO1<\/strong> c\u00f3 M = <\/em>302 \u1ee9ng v\u1edbi c\u00f4ng th\u1ee9c ph\u00e2n t\u1eed C15<\/sub>H10<\/sub>O7<\/sub> (\u03a9 = 11).<\/p>\n\n\n\n

Ph\u1ed5 UV c\u1ee7a CO1<\/strong> \u0111o trong MeOH cho \u03bbmax<\/sub> <\/sub>\u1edf 255,4 v\u00e0 371,9 nm. \u0110\u00e2y ch\u00ednh l\u00e0 d\u1ea1ng ph\u1ed5 UV \u0111i\u1ec3n h\u00ecnh c\u1ee7a ph\u00e2n nh\u00f3m flavon\/ flavonol.<\/p>\n\n\n\n

Ph\u1ed5 13<\/sup>C-NMR c\u1ee7a CO1<\/strong> c\u00f3 15 t\u00edn hi\u1ec7u Carbon, c\u00f3 \u03b4<\/em>Cmax <\/sub>175,8 < 180 ppm<\/em> n\u00ean \u0111\u1ecbnh h\u01b0\u1edbng \u0111\u00e2y l\u00e0 m\u1ed9t flavonol aglycon \u0111\u01a1n gi\u1ea3n. Nh\u1eadn th\u1ea5y c\u00f3 t\u1ea5t c\u1ea3 8 C-IV trong v\u00f9ng tr\u01b0\u1eddng th\u1ea5p
135 \u2013 175 ppm<\/em>; lo\u1ea1i tr\u1eeb v\u1ecb tr\u00ed C2, C4, C9; suy ra, CO1<\/strong> c\u00f3 5 nh\u00f3m th\u1ebf oxy c\u1ee5 th\u1ec3 l\u00e0 5 nh\u00f3m -OH. Trong \u0111\u00f3 c\u00f3 m\u1ed9t nh\u00f3m t\u1ea1i v\u1ecb tr\u00ed C3.<\/p>\n\n\n\n

Ph\u1ed5 13<\/sup>C c\u00f3 t\u00edn hi\u1ec7u \u03b4C<\/sub><\/em> 93,3 ppm<\/em> v\u00e0 \u03b4C<\/sub><\/em> 98,1 ppm<\/em> l\u1ea7n l\u01b0\u1ee3t l\u00e0 t\u00edn hi\u1ec7u c\u1ee7a C8 v\u00e0 C6. Do \u0111\u00f3, C8 v\u00e0 C6 ch\u01b0a b\u1ecb th\u1ebf. Ph\u1ed5 1<\/sup>H cho 1 t\u00edn hi\u1ec7u c\u1ee7a -OH phenol c\u00f3 \u0111\u1ed9 d\u1ecbch chuy\u1ec3n l\u00e0 12,95 ppm <\/em>\u0111\u1eb7c tr\u01b0ng cho 5-OH. Ngo\u00e0i ra, quan s\u00e1t th\u1ea5y c\u00f3 2 t\u00edn hi\u1ec7u H l\u00e0 \u03b4<\/em>H <\/sub>6,40 d<\/em> (2 Hz) v\u00e0 6,18 d<\/em> (2 Hz) k\u1ebft h\u1ee3p v\u1edbi ph\u00e2n t\u00edch d\u1eef li\u1ec7u HMBC, x\u00e1c \u0111\u1ecbnh c\u00f3 2 nh\u00f3m -OH t\u1ea1i v\u1ecb tr\u00ed C5 v\u00e0 C7 c\u1ee7a v\u00f2ng A. Ph\u1ed5 1<\/sup>H c\u00f2n cho th\u1ea5y b\u1ed9 t\u00edn hi\u1ec7u \u03b4<\/em>H<\/sub> 7,67 d<\/em> (2 Hz); 7,53 dd<\/em> (8,2 Hz); 6,88 d<\/em> (8 Hz); k\u1ebft h\u1ee3p v\u1edbi ph\u00e2n t\u00edch d\u1eef li\u1ec7u HMBC; x\u00e1c \u0111\u1ecbnh 2 nh\u00f3m \u2013OH c\u00f2n l\u1ea1i t\u1ea1i v\u1ecb tr\u00ed C3\u2019 v\u00e0 C4\u2019.<\/p>\n\n\n\n

V\u1eady, s\u01a1 b\u1ed9 k\u1ebft lu\u1eadn CO1<\/strong> l\u00e0 m\u1ed9t flavonol g\u1ed3m 15C, c\u00f3 5 nh\u00f3m OH \u1edf 5 v\u1ecb tr\u00ed C3, C5, C7, C3\u2019 v\u00e0 C4\u2019. T\u1eeb k\u1ebft qu\u1ea3 n\u00e0y v\u00e0 k\u1ebft qu\u1ea3 MS, \u0111\u1ecbnh h\u01b0\u1edbng \u0111\u00e2y l\u00e0 quercetin. C\u00e1c d\u1eef li\u1ec7u c\u1ee7a CO1<\/strong> \u0111\u1ec1u r\u1ea5t ph\u00f9 h\u1ee3p v\u1edbi quercetin trong t\u00e0i li\u1ec7u tham kh\u1ea3o [3, 4]. Nh\u01b0 v\u1eady, c\u00f3 th\u1ec3 kh\u1eb3ng \u0111\u1ecbnh CO1<\/strong> ch\u00ednh l\u00e0 quercetin (B\u1ea3ng 2).<\/p>\n\n\n\n

Ch\u1ea5t 2 (CO3A)<\/em><\/strong><\/p>\n\n\n\n

Ph\u1ed5 MS: ph\u1ed5 MS– <\/sup>c\u1ee7a CO3A<\/strong> cho m\u1ea3nh m\/z<\/em> [M-H]– <\/sup>315, cho bi\u1ebft CO3A<\/strong> c\u00f3 M = <\/em>316 \u1ee9ng v\u1edbi c\u00f4ng th\u1ee9c ph\u00e2n t\u1eed C16<\/sub>H12<\/sub>O7<\/sub> (\u03a9 = 11)<\/p>\n\n\n\n

Ph\u1ed5 UV c\u1ee7a CO<\/strong>3A<\/strong> \u0111o trong MeOH cho \u03bbmax<\/sub> <\/sub>\u1edf 254,2 v\u00e0 370,7 nm. \u0110\u00e2y ch\u00ednh l\u00e0 d\u1ea1ng ph\u1ed5 UV \u0111i\u1ec3n h\u00ecnh c\u1ee7a ph\u00e2n nh\u00f3m flavon\/ flavonol.<\/p>\n\n\n\n

Ph\u1ed5 NMR c\u1ee7a CO3A<\/strong> c\u00f3 16 t\u00edn hi\u1ec7u carbon, c\u00f3 \u03b4<\/em>Cmax <\/sub>175,8 < 180 ppm<\/em> n\u00ean \u0111\u1ecbnh h\u01b0\u1edbng \u0111\u00e2y l\u00e0 m\u1ed9t flavonol aglycon c\u00f3 1 nh\u00f3m th\u1ebf. Nh\u1eadn th\u1ea5y c\u00f3 t\u1ea5t c\u1ea3 8 C-IV trong v\u00f9ng tr\u01b0\u1eddng th\u1ea5p
135\u2013175 ppm<\/em>; lo\u1ea1i tr\u1eeb v\u1ecb tr\u00ed C2, C4, C9; suy ra, CO3A<\/strong> c\u00f3 5 nh\u00f3m th\u1ebf oxy. Trong \u0111\u00f3 c\u00f3 1 nh\u00f3m t\u1ea1i v\u1ecb tr\u00ed C3.<\/p>\n\n\n\n

Ph\u1ed5 13<\/sup>C c\u00f3 t\u00edn hi\u1ec7u \u03b4C<\/sub><\/em> 93,5 ppm<\/em> v\u00e0 \u03b4C<\/sub><\/em> 98,1 ppm<\/em> l\u1ea7n l\u01b0\u1ee3t l\u00e0 t\u00edn hi\u1ec7u c\u1ee7a C8 v\u00e0 C6. Do \u0111\u00f3, C8 v\u00e0 C6 ch\u01b0a b\u1ecb th\u1ebf. Ph\u1ed5 1<\/sup>H cho 1 t\u00edn hi\u1ec7u c\u1ee7a -OH phenol c\u00f3 \u0111\u1ed9 d\u1ecbch chuy\u1ec3n l\u00e0 12,45 ppm <\/em>\u0111\u1eb7c tr\u01b0ng cho 5-OH. Ngo\u00e0i ra, quan s\u00e1t th\u1ea5y c\u00f3 2 t\u00edn hi\u1ec7u H l\u00e0
\u03b4<\/em>H <\/sub>6,47 d<\/em> (2 Hz),1H v\u00e0 6,19 d<\/em> (2 Hz),1H k\u1ebft h\u1ee3p v\u1edbi ph\u00e2n t\u00edch d\u1eef li\u1ec7u HMBC, x\u00e1c \u0111\u1ecbnh c\u00f3 2 nh\u00f3m -OR t\u1ea1i v\u1ecb tr\u00ed C5 v\u00e0 C7 c\u1ee7a v\u00f2ng A. Ph\u1ed5 1<\/sup>H c\u00f2n cho th\u1ea5y b\u1ed9 t\u00edn hi\u1ec7u \u03b4<\/em>H<\/sub> 7,75 d<\/em> (2 Hz),1H; 7,68 dd<\/em> (8,5;2,0 Hz),1H; 6,94 d<\/em> (8,5 Hz),1H; k\u1ebft h\u1ee3p v\u1edbi ph\u00e2n t\u00edch d\u1eef li\u1ec7u HMBC; x\u00e1c \u0111\u1ecbnh 2 nh\u00f3m \u2013OR c\u00f2n l\u1ea1i t\u1ea1i v\u1ecb tr\u00ed C3\u2019 v\u00e0 C4\u2019.<\/p>\n\n\n\n

Tr\u00ean ph\u1ed5 13<\/sup>C c\u00f3 t\u00edn hi\u1ec7u \u03b4C<\/sub><\/em> 55,7 ppm<\/em> v\u00e0 ph\u1ed5 1<\/sup>H cho t\u00edn hi\u1ec7u \u03b4<\/em>H<\/sub> 3,84s<\/em>, 3H, \u0111\u00e2y l\u00e0 t\u00edn hi\u1ec7u c\u1ee7a nh\u00f3m methoxy \u2013OCH3<\/sub>; k\u1ebft h\u1ee3p v\u1edbi ph\u00e2n t\u00edch d\u1eef li\u1ec7u HMBC, x\u00e1c \u0111\u1ecbnh nh\u00f3m \u2013CH3<\/sub> g\u1eafn v\u00e0o v\u1ecb tr\u00ed C3\u2019.<\/p>\n\n\n\n

V\u1eady, s\u01a1 b\u1ed9 k\u1ebft lu\u1eadn CO3A<\/strong> l\u00e0 m\u1ed9t flavonol g\u1ed3m 16C, c\u00f3 4 nh\u00f3m OH \u1edf 5 v\u1ecb tr\u00ed C3, C5, C7, v\u00e0 C4\u2019 v\u00e0 1 nh\u00f3m \u2013OCH3<\/sub> \u1edf v\u1ecb tr\u00ed C3\u2019. T\u1eeb k\u1ebft qu\u1ea3 n\u00e0y v\u00e0 k\u1ebft qu\u1ea3 MS, \u0111\u1ecbnh h\u01b0\u1edbng \u0111\u00e2y l\u00e0 isoharmnetin. C\u00e1c d\u1eef li\u1ec7u c\u1ee7a CO3A<\/strong> \u0111\u1ec1u r\u1ea5t ph\u00f9 h\u1ee3p v\u1edbi isoharmnetin trong t\u00e0i li\u1ec7u tham kh\u1ea3o [3, 5]. Nh\u01b0 v\u1eady, c\u00f3 th\u1ec3 kh\u1eb3ng \u0111\u1ecbnh CO3A<\/strong> l\u00e0 isoharmnetin (B\u1ea3ng 2).<\/p>\n\n\n\n

Ch\u1ea5t 3 (CO4)<\/em><\/strong><\/p>\n\n\n\n

Ph\u1ed5 MS: ph\u1ed5 MS– <\/sup>c\u1ee7a CO4<\/strong> cho m\u1ea3nh m\/z<\/em> [M-H]– <\/sup>285, cho bi\u1ebft CO4 c\u00f3 M = <\/em>286 \u1ee9ng v\u1edbi c\u00f4ng th\u1ee9c ph\u00e2n t\u1eed C15<\/sub>H10<\/sub>O6<\/sub> (\u03a9 = 11).<\/p>\n\n\n\n

Ph\u1ed5 UV c\u1ee7a CO<\/strong>4<\/strong> \u0111o trong MeOH cho \u03bbmax<\/sub>\u1edf 264,9 v\u00e0 367,1 nm. \u0110\u00e2y ch\u00ednh l\u00e0 d\u1ea1ng ph\u1ed5 UV \u0111i\u1ec3n h\u00ecnh c\u1ee7a ph\u00e2n nh\u00f3m flavon\/ flavonol.<\/p>\n\n\n\n

Ph\u1ed5 NMR c\u1ee7a CO4<\/strong> c\u00f3 15 t\u00edn hi\u1ec7u Carbon, c\u00f3 \u03b4<\/em>Cmax <\/sub>175,8 < 180 ppm<\/em> n\u00ean \u0111\u1ecbnh h\u01b0\u1edbng \u0111\u00e2y l\u00e0 m\u1ed9t flavonol aglycon \u0111\u01a1n gi\u1ea3n. Nh\u1eadn th\u1ea5y c\u00f3 t\u1ea5t c\u1ea3 7 C-IV trong v\u00f9ng tr\u01b0\u1eddng th\u1ea5p
135\u2013175 ppm<\/em>; lo\u1ea1i tr\u1eeb v\u1ecb tr\u00ed C2, C4, C9; suy ra, CO4<\/strong> c\u00f3 4 nh\u00f3m th\u1ebf oxy c\u1ee5 th\u1ec3 l\u00e0 4 nh\u00f3m
-OH. Trong \u0111\u00f3 c\u00f3 1 nh\u00f3m t\u1ea1i v\u1ecb tr\u00ed C3. Ngo\u00e0i ra t\u1ea1i v\u00f9ng \u03b4<\/em>C<\/sub> 100-135 ppm<\/em>, c\u00f3 2 t\u00edn hi\u1ec7u C \u0111\u1ed1i x\u1ee9ng, kho\u1ea3ng c\u00e1ch gi\u1eefa 2 t\u00edn hi\u1ec7u \u0111\u1ed1i x\u1ee9ng n\u00e0y l\u00e0 14,06 ppm<\/em>, n\u00ean c\u00f3 th\u1ec3 k\u1ebft lu\u1eadn c\u00f3 1 nh\u00f3m \u2013OH t\u1ea1i v\u1ecb tr\u00ed C4\u2019. Ph\u1ed5 13<\/sup>C c\u00f3 t\u00edn hi\u1ec7u \u03b4C<\/sub><\/em> 93,4 ppm<\/em> v\u00e0 \u03b4C<\/sub><\/em> 98,1 ppm<\/em> l\u1ea7n l\u01b0\u1ee3t l\u00e0 t\u00edn hi\u1ec7u c\u1ee7a C8 v\u00e0 C6. Do \u0111\u00f3, C8 v\u00e0 C6 ch\u01b0a b\u1ecb th\u1ebf. Ph\u1ed5 1<\/sup>H cho 1 t\u00edn hi\u1ec7u c\u1ee7a -OH phenol c\u00f3 \u0111\u1ed9 d\u1ecbch chuy\u1ec3n l\u00e0 12,47 ppm <\/em>\u0111\u1eb7c tr\u01b0ng cho 5-OH. Ngo\u00e0i ra, quan s\u00e1t th\u1ea5y c\u00f3 2 t\u00edn hi\u1ec7u H l\u00e0
\u03b4<\/em>H <\/sub>6,43 d<\/em> (2 Hz),1H v\u00e0 6,19 d<\/em> (2 Hz),1H k\u1ebft h\u1ee3p v\u1edbi ph\u00e2n t\u00edch d\u1eef li\u1ec7u HMBC, x\u00e1c \u0111\u1ecbnh c\u00f3 2 nh\u00f3m \u2013OH t\u1ea1i v\u1ecb tr\u00ed C5 v\u00e0 C7 c\u1ee7a v\u00f2ng A. Ph\u1ed5 1<\/sup>H c\u00f2n cho th\u1ea5y b\u1ed9 t\u00edn hi\u1ec7u \u03b4<\/em>H<\/sub> 8,04 d<\/em> (9 Hz),2H; 6,92 d<\/em> (9 Hz),2H; k\u1ebft h\u1ee3p v\u1edbi ph\u00e2n t\u00edch d\u1eef li\u1ec7u HMBC; x\u00e1c \u0111\u1ecbnh c\u00f3 2 C \u0111\u1ed1i x\u1ee9ng \u1edf v\u1ecb tr\u00ed l\u1ea7n l\u01b0\u1ee3t l\u00e0 C2\u2019, C6\u2019 v\u00e0 C3\u2019, C5\u2019.<\/p>\n\n\n\n

V\u1eady, s\u01a1 b\u1ed9 k\u1ebft lu\u1eadn CO4<\/strong> l\u00e0 m\u1ed9t flavonol g\u1ed3m 15C, c\u00f3 4 nh\u00f3m OH \u1edf 4 v\u1ecb tr\u00ed C3, C5, C7, v\u00e0 C4\u2019. T\u1eeb k\u1ebft qu\u1ea3 n\u00e0y v\u00e0 k\u1ebft qu\u1ea3 MS, \u0111\u1ecbnh h\u01b0\u1edbng \u0111\u00e2y l\u00e0 kaempferol v\u00e0 ti\u1ebfn h\u00e0nh so ph\u1ed5. C\u00e1c d\u1eef li\u1ec7u c\u1ee7a CO4<\/strong> \u0111\u1ec1u r\u1ea5t ph\u00f9 h\u1ee3p v\u1edbi kaempferol trong t\u00e0i li\u1ec7u tham kh\u1ea3o [3, 4]. Nh\u01b0 v\u1eady, c\u00f3 th\u1ec3 kh\u1eb3ng \u0111\u1ecbnh CO4<\/strong> l\u00e0 kaempferol (B\u1ea3ng 2).
B\u1ea3ng 2.<\/strong> D\u1eef li\u1ec7u ph\u1ed5 NMR c\u1ee7a CO1, CO3A v\u00e0 CO4 (\u0111o trong DMSO-d6<\/sub><\/em>)<\/p>\n\n\n\n

\"\"<\/figure>\n\n\n\n
\"\"
H\u00ecnh 1. C\u1ea5u tr\u00fac c\u00e1c flavonoid ph\u00e2n l\u1eadp t\u1eeb l\u00e1 c\u00e2y V\u1ed1i<\/strong>

<\/figcaption><\/figure>\n\n\n\n

Kh\u1ea3o s\u00e1t t\u00e1c d\u1ee5ng ch\u1ed1ng oxy h\u00f3a c\u00e1c ch\u1ea5t ph\u00e2n l\u1eadp<\/strong><\/p>\n\n\n\n

C\u00e1c ch\u1ea5t tinh khi\u1ebft ph\u00e2n l\u1eadp t\u1eeb cao ethyl acetat c\u00f3 HTCO gi\u1ea3m d\u1ea7n theo th\u1ee9 t\u1ef1 quercetin (IC50<\/sub>= 2,13 \u00b5g\/ml) > isoharmnetin (IC50<\/sub>= 3,22 \u00b5g\/ml) v\u00e0 kaempferol (IC50<\/sub>= 3,29 \u00b5g\/ml). Trong \u0111\u00f3 quercetin c\u00f3 ho\u1ea1t t\u00ednh ch\u1ed1ng oxy h\u00f3a m\u1ea1nh h\u01a1n cao EA (IC50<\/sub>= 2,58 \u00b5g\/ml) v\u00e0 m\u1ea1nh h\u01a1n so v\u1edbi ch\u1ea5t \u0111\u1ed1i chi\u1ebfu acid ascorbic (IC50<\/sub>= 2,28 \u00b5g\/ml). Hai ch\u1ea5t c\u00f2n l\u1ea1i isoharmnetin v\u00e0 kaempferol \u0111\u1ec1u c\u00f3 ho\u1ea1t t\u00ednh ch\u1ed1ng oxy h\u00f3a k\u00e9m h\u01a1n cao ethyl acetat v\u00e0 acid ascorbic.<\/p>\n\n\n\n

K\u1ebft lu\u1eadn<\/strong><\/p>\n\n\n\n

T\u1eeb ph\u00e2n \u0111o\u1ea1n cao ethyl acetat t\u1eeb l\u00e1 c\u1ee7a c\u00e2y V\u1ed1i Cleistocalyx operculatus<\/em> (Roxb.) Merr. et Perry thu mua t\u1ea1i qu\u1eadn Th\u1ee7 \u0110\u1ee9c, Tp. H\u1ed3 Ch\u00ed Minh \u0111\u00e3 ph\u00e2n l\u1eadp v\u00e0 x\u00e1c \u0111\u1ecbnh \u0111\u01b0\u1ee3c 3 flavonoid l\u00e0 quercetin, isoharmnetin v\u00e0 kaempferol.<\/p>\n\n\n\n

Nghi\u00ean c\u1ee9u n\u00e0y cho th\u1ea5y quercetin c\u00f3 ho\u1ea1t t\u00ednh ch\u1ed1ng oxy h\u00f3a m\u1ea1nh nh\u1ea5t v\u1edbi IC50<\/sub>= 2,13 \u00b5g\/ml m\u1ea1nh h\u01a1n so v\u1edbi ch\u1ea5t \u0111\u1ed1i chi\u1ebfu acid ascorbic (IC50<\/sub>= 2,28 \u00b5g\/ml). Hai ch\u1ea5t c\u00f2n l\u1ea1i isoharmnetin (IC50<\/sub>= 3,22 \u00b5g\/ml) v\u00e0 kaempferol (IC50<\/sub>= 3,29 \u00b5g\/ml) \u0111\u1ec1u c\u00f3 ho\u1ea1t t\u00ednh ch\u1ed1ng oxy h\u00f3a v\u00e0 k\u00e9m h\u01a1n so v\u1edbi ch\u1ea5t \u0111\u1ed1i chi\u1ebfu acid ascorbic.<\/p>\n\n\n\n

T\u00e0i li\u1ec7u tham kh\u1ea3o<\/strong><\/p>\n\n\n\n

  1. Cleitocalyx operculatus\u201d<\/em>, Acta Botanica<\/em>, 32 (6), pp. 469 \u2013 472.<\/li>
  2. Min B.-S., Thu C.V., Dat N. T., Dang N. H., Jang H.-S., Hung T.M. (2008), \u201cAntinoxidative flav<\/a>onoids from Cleitocalyx operculatus <\/em>buds\u201d, Chemical pharmaceutical Bulletin 56(12), pp. 1725 \u2013 1728.<\/li>
  3. Rune Slimestad (2007), \u201cReviews on Onions: A Source of Unique Dietary Flavonoids\u201d, Journal of Agricutural and Food Chemistry\u201d, <\/em>pp. 10067 \u2013 10080<\/a>.<\/li>
  4. Young Hae Choi, Hye Kyong Kim, Huub J.M. Linthorst, Johan G. Hollander, Alfons W. M. Lefeber, Cornelis Erkelens, Jean-Marc Nuzillard, Robert Verpoorte (2006), \u201cNMR Metabolomics to Revisit the Tobaco Mosaic Virus Infection in Nicotaina tabacum <\/em>Leaves\u201d<\/a>,The American Chemical Society and American Society of Pharmacognosy<\/em>, pp. 742 \u2013 748. <\/li><\/ol>\n\n\n\n

    Nh\u00f3m NCKH<\/strong><\/p>\n\n\n\n

    BM D\u01b0\u1ee3c li\u1ec7u \u2013 Th\u1ef1c v\u1eadt<\/strong><\/p>\n","protected":false},"excerpt":{"rendered":"

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