Some structural requirements for the antibiotic action of distamycins II. Structural modification of the side chains in distamycin A molecule

Prakash, Chandra; Götz, A.; Wacker, A.; Verini, M.A.; Casazza, Anna Maria; Fioretti, A.; Arcamone, Federico; Ghione, M

doi:10.1016/0014-5793(72)80072-3

Cited by 24 publications

(2 citation statements)

References 9 publications

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“…1) have a partial inhibitory effect on the reverse transcriptase, even at the high concentrations tested (100 pg/ml). The inhibitory effect of the antibiotics can be explained by the ability of Distamycin A molecules to interact with double-and single-stranded DNA molecules [6, 71. It was also reported that Distamycin A binds to polyguanylic acid [8] and to RNA [9]. In the present study we compared the effect of the antibiotic congocidine ( fig.…”

Section: Introductionmentioning

confidence: 97%

Effect of distamycin A and congocidine on DNA synthesis by rous sarcoma virus reverse transcriptase

Kotler

Becker

1972

FEBS Letters

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Section: Introductionmentioning

confidence: 97%

Effect of distamycin A and congocidine on DNA synthesis by rous sarcoma virus reverse transcriptase

Kotler

Becker

1972

FEBS Letters

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“…Cytotoxic activity, like cytostatic and antiviral activity, requires specific structural entities in a molecule [4][5][6][7]. All these activities may be derived from the same structural moiety, or various parts of the molecule may be responsible for them.…”

Section: Ntroduetionmentioning

confidence: 99%

Tilorone hydrochloride: The drug profile

Prakash¹,

Wright²

Medicinal Chemistry

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Molecular orbital calculations on the oligopeptides netropsin, distamycin and related compounds

Manning

Woody

1986

Biopolymers

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SynopsisThe electronic structure of the antibiotics netropsin, distamycin A, and related compounds has been examined by various theoretical models. Calculations of both the Pariser-PamPople (PPP) and the semiempirical C N W / S types can account for the absorption spectrum of netropsin and distamycin A. The CD spectrum has been calculated for the conformation of netropsin found in the crystal structure of a netropsin/DNA dodecamer. Not all the CD spectral features can be attributed entirely to the chiral conformation of netropsin, indicating that there are significant interactions between netropsin and DNA. A CD calculation was also performed for distamycin A in a similar conformation. An examination of the charge-density maps of the excited states suggests that there is substantial charge transfer from the pyrrole ring to either of the adjacent peptide linkages in these systems. At higher energies, even longer distance charge transfer can be observed. Similar behavior was seen in the monomers pyrrole-2-carboxamide and 3-(formylamino)pyrrole.

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Some structural requirements for the antibiotic action of distamycins II. Structural modification of the side chains in distamycin A molecule

Cited by 24 publications

References 9 publications

Effect of distamycin A and congocidine on DNA synthesis by rous sarcoma virus reverse transcriptase

Effect of distamycin A and congocidine on DNA synthesis by rous sarcoma virus reverse transcriptase

Tilorone hydrochloride: The drug profile

Molecular orbital calculations on the oligopeptides netropsin, distamycin and related compounds

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