Inhibition of HIV-1 replication by newly developed adamantane-containing polyanionic agents

Burstein, M; Serbin, A. V.; Khakhulina, T.V.; Alymova, Irina V.; Stotskaya, L. L.; Bogdan, O.P.; Manukchina, E.E.; Jdanov, V.V.; Sharova, Natasha; Bukrinskaya, A. G.

doi:10.1016/s0166-3542(99)00006-6

Cited by 55 publications

(21 citation statements)

References 26 publications

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“…The incorporation of the highly lipophilic adamantyl group positively modulates the therapeutic index of several compounds through various mechanisms [12,13]. Various adamantane derivatives are known for their antiviral activity against the influenza A [ [14][15][16], human immunodeficiency (HIV) [17][18][19] and herpes simplex [20] viruses. Moreover, several adamantane-based drugs are currently used as useful therapies for the control central nervous disorders [21,22].…”

Section: Discussionmentioning

confidence: 99%

Crystal structure of (Z)-3-(adamantan-1-yl)-1-(3-chlorophenyl)-S-benzylisothiourea, C₂₄H₂₇ClN₂S

El-Emam

Al-Omary

Al-Rasheed

et al. 2017

Zeitschrift Für Kristallographie - New Crystal Structures

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C 24 H 27 ClN 2 S, triclinic P1 (no. 2), a = 7.1670(3) Å, b = 12.2734(6) Å, c = 13.1560(6) Å, α = 109.605(2)°, β = 96.515(2)°, γ = 97.312(2)°, V = 1066.08(8) Å 3 , Z = 2, The asymmetric unit of the title crystal structure is shown in the figure. Tables 1 and 2 contain details on crystal structure and measurement conditions and a list of the atoms including atomic coordinates and displacement parameters. Source of materialBenzyl bromide (342 mg, 2.0 mmol) and anhydrous potassium carbonate (277 mg, 2.0 mmol) were added to a solution 1-(adamantan-1-yl)-3-(3-chlorophenyl)thiourea (642 mg, 2.0 mmol), in acetone (10 mL), and the mixture was heated under reflux for 3 h. The solvent was distilled off in vacuo, and the residue was washed with water, dried and recrystallized from ethanol to yield 625 mg (76%) of the title compound as transparent block crystals. M.P.: 367-369 K. Single crystals were obtained by slow evaporation of a EtOH/CHCl 3 (1:1) solution at room temperature.

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Section: Discussionmentioning

confidence: 99%

Crystal structure of (Z)-3-(adamantan-1-yl)-1-(3-chlorophenyl)-S-benzylisothiourea, C₂₄H₂₇ClN₂S

El-Emam

Al-Omary

Al-Rasheed

et al. 2017

Zeitschrift Für Kristallographie - New Crystal Structures

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“…Several adamantane derivatives have long been known for their antiviral activity against the in uenza A [3][4][5][6], human immunode ciency (HIV) [7][8][9] and herpes simplex [10] viruses. Several adamantane-based drugs are currently used as useful medications for the control of central nervous disorders [10][11][12][13].…”

Section: Discussionmentioning

confidence: 99%

Crystal structure of 4-bromobenzyl (Z)-N′-(adamantan-1-yl)-4-phenylpiperazine-1-carbothioimidate, C₂₈H₃₄BrN₃S

Al-Wahaibi

Hassan

Abo-Kamar

et al. 2017

Zeitschrift Für Kristallographie - New Crystal Structures

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“…Several adamantane derivatives are currently used as e cient therapies against in uenza [3][4][5], herpes simplex [6] and HIV [7][8][9] viruses. In addition, numerous adamantane derivatives were reported to exhibit marked anticancer [10,11], antibacterial [12][13][14][15] and antifungal [16] activities.…”

Section: Discussionmentioning

confidence: 99%

Crystal structure of 5-(adamantan-1-yl)-3-[(4-chloroanilino)methyl]-2,3-dihydro-1,3,4-oxadiazole-2-thione, C₁₉H₂₂ClN₃OS

Al-Alshaikh

Ghabbour²,

Al-Tamimi

et al. 2016

Zeitschrift Für Kristallographie - New Crystal Structures

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Inhibition of HIV-1 replication by newly developed adamantane-containing polyanionic agents

Cited by 55 publications

References 26 publications

Crystal structure of (Z)-3-(adamantan-1-yl)-1-(3-chlorophenyl)-S-benzylisothiourea, C₂₄H₂₇ClN₂S

Crystal structure of (Z)-3-(adamantan-1-yl)-1-(3-chlorophenyl)-S-benzylisothiourea, C₂₄H₂₇ClN₂S

Crystal structure of 4-bromobenzyl (Z)-N′-(adamantan-1-yl)-4-phenylpiperazine-1-carbothioimidate, C₂₈H₃₄BrN₃S

Crystal structure of 5-(adamantan-1-yl)-3-[(4-chloroanilino)methyl]-2,3-dihydro-1,3,4-oxadiazole-2-thione, C₁₉H₂₂ClN₃OS

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Inhibition of HIV-1 replication by newly developed adamantane-containing polyanionic agents

Cited by 55 publications

References 26 publications

Crystal structure of (Z)-3-(adamantan-1-yl)-1-(3-chlorophenyl)-S-benzylisothiourea, C24H27ClN2S

Crystal structure of (Z)-3-(adamantan-1-yl)-1-(3-chlorophenyl)-S-benzylisothiourea, C24H27ClN2S

Crystal structure of 4-bromobenzyl (Z)-N′-(adamantan-1-yl)-4-phenylpiperazine-1-carbothioimidate, C28H34BrN3S

Crystal structure of 5-(adamantan-1-yl)-3-[(4-chloroanilino)methyl]-2,3-dihydro-1,3,4-oxadiazole-2-thione, C19H22ClN3OS

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Crystal structure of (Z)-3-(adamantan-1-yl)-1-(3-chlorophenyl)-S-benzylisothiourea, C₂₄H₂₇ClN₂S

Crystal structure of (Z)-3-(adamantan-1-yl)-1-(3-chlorophenyl)-S-benzylisothiourea, C₂₄H₂₇ClN₂S

Crystal structure of 4-bromobenzyl (Z)-N′-(adamantan-1-yl)-4-phenylpiperazine-1-carbothioimidate, C₂₈H₃₄BrN₃S

Crystal structure of 5-(adamantan-1-yl)-3-[(4-chloroanilino)methyl]-2,3-dihydro-1,3,4-oxadiazole-2-thione, C₁₉H₂₂ClN₃OS