ortho-disubstituted aromatic proton

ortho-disubstituted aromatic protons of 4a were replaced by signals
of a 1,2,4-trisubstituted aromatic protons [dH 7.62 (1H, d,
J = 3.0 Hz, H-5), 7.31 (1H, dd, J = 9.5, 3.0 Hz, H-7) and 7.77 (1H, d,
J = 9.5 Hz, H-8)]. The aromatic proton resonating at dH 7.62 was
attributed to H-5 on the basis of the HMBC correlation between
H-5 and C-4 (dC 177.1). Accordingly, the aromatic protons resonating
at dH 7.31 and 7.77 were assigned as H-7 and H-8, respectively,
due to the coupling constants and the HMBC correlations. All aromatic
protons (H-5, H-7 and H-8) gave a HMBC correlation with C-
6 (dC 154.4). These results together with the chemical shift of C-6
indicated attachment of a hydroxyl group at this position. Furthermore,
a n-nonyl side chain of 4a was replaced by a 20
-hydroxypropyl
unit [dH 2.98 (1H, dd, J = 14.5, 5.5 Hz, H-10
a), 3.02 (1H, dd,
J = 14.5, 7.5 Hz, H-10
b), 4.14 (1H, m, H-20
) and 1.31 (3H, d,
J = 6.0 Hz, 30
-Me)]. The HMBC correlations between Hab-10 and
H-20 and C-2 (dC 153.5) supported the attachment of this unit at
C-2. The assigned location was supported by the NOEDIFF data.
Irradiation at 1-NMe (dH 3.90) enhanced the signals of Hab-10
and H-8. In addition, irradiation at H-8 enhanced the resonances
of H-7 and 1-NMe. Thus, hystrolinone (4) was assigned as ()-2-
(20
-hydroxypropyl)-6-hydroxyquinolinone.
Only compounds in significant amount were assayed for biological
activities. Compounds 1, 3, 6, 8–21 and 23–29 were evaluated
for anti-HIV-1 protease and integrase activities. Only 5-hydroxynoracronycine
(15) showed anti-HIV-1 protease activity with an IC50
value of 93.1 lM. Selected compounds; 1–3, 5–7, 13–15, 17–19,
21–24, 26–27, 29–34, p-hydroxybenzoic acid, tyrosol and phydroxybenzaldehyde,
were tested for antioxidant activity using
DPPH
, hydroxyl and superoxide anion assays. Compounds 15
and 29 exhibited DPPH scavenging activity with IC50 values of
0.19 and 0.032 mg/mL, respectively. The latter compound was also
a superoxide scavenger with the IC50 value of 1.52 mg/mL. These
compounds showed weaker activity than the crude extract, possibly
indicating a synergistic effect in the crude extract. In addition,
24 compounds (1, 3, 6, 7–15, 17–19, 23–27, 29 and 32–33) were
evaluated for antibacterial activity (MDR A. baumannii JVC 1053
and E. coli ATCC 25922). Compounds 7, 14, 24 and 29 were active
against MDR A. baumannii JVC 1053 with the same MIC values of
100 lg/mL, while limonin (27) showed better activity with the
MIC value of 50 lg/mL.
2.1. Concluding remarks
This is the first report of chemical constituents from the roots of
C. hystrix. Two new coumarins, a benzenoid derivative and a quinTab

ผลลัพธ์ (อังกฤษ) 2:

Ortho-Disubstituted Aromatic protons were replaced by 4a of Signals
of a 1,2,4-Trisubstituted Aromatic protons [dH 7.62 (1H, D,
J = 3.0 Hz, H-5), 31/07 (1H, DD, J = 9.5,. 3.0 Hz, H-7) and 7.77 (1H, D,
J = 9.5 Hz, H-8)]. Aromatic dH the Proton resonating at 7.62 was
attributed to H-5 on the basis of the HMBC correlation between
H-5 and C-4 (dC 177.1). Accordingly, the Aromatic protons resonating
at dH 7.77 31/07 and were assigned as H-7 and H-8, respectively,
Due to the coupling constants and the HMBC correlations. Aromatic all
protons (H-5, H-7 and H-8) Gave a HMBC correlation with C-
6 (dC 154.4). Together these results with the Chemical Shift of C-6
indicated Attachment of a hydroxyl Group at this position. Furthermore,
a chain of n-Nonyl Side 4a was replaced by a 20
-hydroxypropyl
UNIT [dH 2.98 (1H, DD, J = 14.5, 5.5 Hz, H-10
a), 3:02 (1H, DD,
J = 14.5, 7.5. Hz, H-10
B), 4.14 (1H, M, H-20
) and 1.31 (3H, D,
J = 6.0 Hz, 30
Me)]. HMBC correlations between the Hab-10 and
H-20 and C-2 (dC 153.5) supported the Attachment of this UNIT at
C-2. Was supported by the NOEDIFF assigned the Location Data.
Irradiation at 1-NME (dH 3.90) Enhanced Signals of the Hab-10
and H-8. In addition, irradiation at H-8 Enhanced the resonances
of H-7 and 1-NME. Thus, Hystrolinone (4) was assigned as () 2
(20
-hydroxypropyl) -6-Hydroxyquinolinone.
Only compounds in significant amount were assayed for Biological
activities. Compounds 1, 3, 6, 8-21 and 23-29 were evaluated
for HIV-1 protease and integrase Anti-activities. Only 5-Hydroxynoracronycine
(15) Showed Anti-HIV-1 protease with an IC50 Activity
Value of LM 93.1. Selected compounds; 1-3, 5-7, 13-15, 17-19,
21-24, 26-27, 29-34, P-hydroxybenzoic acid, Tyrosol and Phydroxybenzaldehyde,
were tested for antioxidant Activity using
DPPH
, hydroxyl and superoxide anion assays. . Compounds 15
and 29 exhibited DPPH scavenging Activity with IC50 values ​​of
12:19 and 0.032 mg / mL, respectively. Compound the latter was also
a superoxide Scavenger with the IC50 Value of 1.52 mg / mL. These
compounds Showed Activity becoming weaker than the Crude Extract, possibly
Indicating a synergistic Effect in the Crude Extract. In addition,
24 compounds (1, 3, 6, 7-15, 17-19, 23-27, 29 and 32-33) were
evaluated for Antibacterial Activity (MDR A. baumannii JVC the 1053rd
and E. coli ATCC 25922). Compounds 7, 14, 24 and 29 were active
against MDR A. baumannii one thousand and fifty-three JVC Same with the MIC values ​​of
100 lg / mL, while limonin (27) Showed Activity better with the
MIC Value of 50 lg / mL.
2.1. Concluding remarks
This is the First Report of Chemical constituents from the Roots of
C. hystrix. Two new coumarins, a benzenoid derivative and a quinTab.

ผลลัพธ์ (อังกฤษ) 3:

Ortho-disubstituted aromatic protons of 4A were replaced by signals
of, a 1 2 4-trisubstituted aromatic, protons [dH 7.62 (1H,, D
= 3.0, J, Hz H-5), 7.31 (1H DD J,, =,, 9.5 3.0 Hz H-7) and 7.77 (1H d
J =,,, 9.5 Hz H-8)]. The aromatic proton resonating. At dH 7.62 was
attributed to H-5 on the basis of the HMBC correlation between
H-5 and C-4 (dC 177.1). Accordingly the aromatic,, Protons resonating
.At dH 7.31 and 7.77 were assigned as H-7, and H-8 respectively
due, to the coupling constants and the HMBC, correlations. All aromatic
protons (H-5 H-7 and, H-8) gave a HMBC correlation with C -
6 (dC 154.4). These results together with the chemical. Shift of C-6
indicated attachment of a hydroxyl group at this position. Furthermore
A, n-nonyl side chain of 4A was replaced. By a 20 hydroxypropyl
-
.Unit [dH 2.98 (1H DD J,, =,, 14.5 5.5 Hz H-10
a), 3.02 (1H DD
J =,,,, 14.5 7.5 Hz H-10
b), 4.14 (,, 1H m H-20
) and 1.31 (3H,, D
J, Hz 30
- = 6.0, Me)]. The HMBC correlations between Hab-10 and
H-20 and C-2 (dC 153.5) supported the attachment of this. Unit at
C-2. The assigned location was supported by the NOEDIFF data.
Irradiation at 1-NMe (dH 3.90) enhanced the signals. Of Hab-10
and H-8.In addition irradiation at, H-8 enhanced the resonances
of H-7 and 1-NMe. Thus hystrolinone (4), was assigned as () - 2 -
(20
- hydroxypropyl) - 6-hydroxyquinolinone.
Only. Compounds in significant amount were assayed for biological
activities. Compounds 1 3 6 8,,, - 21 and 23 - 29 were evaluated
for. Anti-HIV-1 protease and integrase activities. Only 5-hydroxynoracronycine
.(15) showed anti-HIV-1 protease activity with an IC50
value of 93.1 lM. Selected compounds; 1 3 5 -, -, -, 7 13 15 17 - 19
21 - 24,,, 26 -, -, 27 29 34 p-hydroxybenzoic acid tyrosol and, phydroxybenzaldehyde
were, tested for antioxidant activity DPPH using

,. Hydroxyl and superoxide anion assays. Compounds 15
and 29 exhibited DPPH scavenging activity with IC50 values of
0.19 and 0.032 mg / mL,, Respectively.The latter compound was also
a superoxide scavenger with the IC50 value of 1.52 mg / mL. These
compounds showed weaker activity. Than the, crude extract possibly
indicating a synergistic effect in the crude extract. In addition
24, compounds (1 3 6,,, -, 7 15. 17 -, -, 19 23 27 29 and 32 - 33) were
evaluated for antibacterial activity (MDR A. Baumannii JVC 1053
and E. Coli ATCC 25922).? Compounds 7 14,,24 and 29 were active
against MDR A. Baumannii JVC 1053 with the same MIC values of
100 LG / mL while, limonin (27 showed.) Better activity with the
MIC value of 50 LG / mL.
2.1. Concluding remarks
This is the first report of chemical constituents. From the roots of
C. Hystrix. Two new coumarins a benzenoid, derivative and a quinTab.