Design, Synthesis, Biological Evaluation and Molecular ... · S1 Design, Synthesis, Biological...

Design, Synthesis, Biological Evaluation and Molecular

modeling studies of Novel Quinoline Derivatives Against

Mycobacterium tuberculosis

Ram Shankar Upadhayaya,*,† V. Jaya Kishore, † V. Nageswar Rao, † Vivek Sharma, †,

Shailesh S. Dixit† and Jyoti Chattopadhyaya*,‡

†Institute of Molecular Medicine, Pune 411 057, India and

‡Department of Bioorganic Chemistry, Biomedical Centre, Uppsala University, Sweden

Table T1: Sr. No. Contents Page No.

1 1H-NMR spectra of compound 2 S6

2 13C-NMR spectra of compound 2 S7

6 D2O-NMR spectra of compound 4 S11

14 DEPT-NMR spectra of compound 6 S19

85 Table S1: Forcefield based refinement of DARQ-ATP synthase complex. S90

86 Table S2: Split of AutoDock docking energetics. S91

87 Table S3: Standard Deviation Table S93

NOMe Br

Table S1 Forcefield based refinem

ent of DA

-ATP synthase com

plex. D

Interaction Energy (kcal/m

ol) Potential Energy (kcal/m

ol) stereosiom

~ -2289 SR

~ -2260 SS

~ -2260

~ -2280

Table S2 Split of A

utoDock docking energetics.

pounds

------------------------------

I.E. 1

-10.53 -10.0

-10.01 -10.61 -9.1 -9.07

-9.36 -10.61 -12.15

-9.52 -9.78

-8.95 -10.25 -9.1

-9.07 -9.36

-10.60 -12.15 Elec. 3

-1.01 -0.22

-1.07 -0.36

0 -0.02

0 1 I.E.: Interm

olecular Energy 2 V

dW: van der W

aals, hydrogen bond and desolvation energy 3 Elec.: Electrostatic Energy

ycobacterial activity:

All the com

pounds were screened for antim

ycobacterial activity against mycobacterium

tuberculosis by BA

460 radiometric m

ethods.

The broth based BA

460 TB system

was used for the grow

th of Mycobacteria. In this grow

th system, M

ycobacterium Tuberculosis

V was grow

n in the C14 labelled substrate in 7H

12 medium

, substrate is utilized by growing m

ycobacteria and 14CO

2 is produced, which

is detected in the form of ‘G

rowth Index’ (G

I), which reflects the rate and am

ount of growth in the m

edium vial. If an antituberculosis drug

will be added to the m

edium vial, it w

ill suppress the growth of the bacteria w

hich is detected by the decrease of the GI values as com

pared to

the control vial. The positive controls taken in the experiment w

ere the standard therapeutic drugs presently used for the treatment of the

tuberculosis, Isoniazid and Rifam

The rate of increase in GI values or the change in G

I over the previous day GI is called delta (∆) G

I, is compared w

ith that of control values.

If ∆GI of the drug-containing vial is equal to or greater than (≥) than that in control vial the organism

s are considered resistant to the drug. On

the contrary if ∆GI of the drug-containing vial is less (<) than that in control vial the organism

s are considered susceptible.

On the basis of the values calculated for ∆G

, out of all screened compounds, four com

pounds i.e. 3, 8, 17 and 18 were found to act as active

antimycobacterial agents. B

elow given table depicts ∆G

of the compounds tested.

Table S3: Standard Deviation Table

∆∆∆ ∆ G

Inhibition

94.4 16

10 94.3

2 2.51

3.6 6.6

0.20 1

0 99.2

-1 99.4

5.8 6.1

5.8 5.2

4.3 4.7

106 08

89.4 15

-2 94.5

0 93.6

6.5 7.5

11 14.6

16.9 21.7

99.6 13

0 99.2

Isoniazid

1 1.52

1 0.57

0.23 20

159 290

437 711

13 903

87 161

288 435

820 13

945 25

86 148

292 439

935 21

Control

0.57 0.57

0.57 7

Design, Synthesis, Biological Evaluation and Molecular ... · S1 Design, Synthesis, Biological...

Documents

Advanced Molecular Biological Techniques

What is bioinformatics? Finding patterns in molecular biological data Implies: managing molecular biological data identifying correlations in molecular

SYNTHESIS, CHARACTERIZATION, AND MOLECULAR …

MOLECULAR BIOLOGY – Protein synthesis PROTEIN SYNTHESIS TRANSLATION

Molecular design, synthesis and biological ...jab.zsf.jcu.cz/pdfs/jab/2020/01/02.pdf · journal homepage: Molecular design, synthesis and biological characterization of novel Resveratrol

Synthesis, molecular docking and biological evaluation of ...wxjs.chinayyhg.com/upload/Files/20160520101928148/... · Synthesis, molecular docking and biological evaluation of N,N-disubstituted

Synthesis, Structure, Properties Biological Behaviour

2018 Synthesis, biological evaluation and molecular modeling of a novel series of fused 1,2,3-triazoles as potential ant

Inorganica Chimica Acta - scholar.cu.edu.egscholar.cu.edu.eg/sites/default/files/aelsherif/files/6-ahmed_el... · Synthesis, characterization, molecular modeling and biological activity

Molecular docking, synthesis and biological evaluation of ...Molecular docking, synthesis and biological evaluation of a novel antagonistic peptide of VEGF-A/VEGF-B with domain 2 of

Design, Synthesis, Molecular Modeling Study and Biological …ijpr.sbmu.ac.ir/article_1100948_f6fcbaff642e2ef853f41ebc... · 2020-06-18 · 238 Ebrahimzadeh E et al. / IJPR (2019),

Synthesis, molecular modeling and biological evaluation of ...Synthesis, molecular modeling and biological evaluation of two new chicoric acid analogs Giuliana Righia, Romina Pelagallib,‡,

Supplementary Information: Synthesis and Biological

2-2019 Synthesis, Biological Evaluation and Molecular

MOLECULAR BIOLOGY – Protein synthesis PROTEIN SYNTHESIS

Designing dynamic functional molecular systemsspeciﬁc biological function. Beyond the mere “synthesis for func-tion” it is the design of dynamic functional molecular systems

Synthesis, biological evaluation and molecular docking …nopr.niscair.res.in/bitstream/123456789/7404/1/IJEB 48(3) 265-268.pdf · Synthesis, biological evaluation and molecular docking

Synthesis and Spectrum of Biological Activities of Novel N … · 2019. 2. 14. · International Journal of5 Molecular Sciences Article Synthesis and Spectrum of Biological Activities

DISTRIBUTION, BIOLOGICAL ACTIVITIES, SYNTHESIS, AND

Nanoparticles: Characterization, Biological Synthesis and