Cyanobacterial compound Tolyporphine K as an inhibitor of Apo-PBP (penicillin-binding protein) in
            <i>A. baumannii</i>
            and its ADME assessment

Gurnani, Manisha; Chauhan, Abhishek; Ranjan, Anuj; Gopi, Priyanka; Ghosh, Arabinda; Tuli, Hardeep Singh; Haque, Shafiul; Pandya, Prateek; Lal, Rup; Jindal, Tanu

doi:10.1080/07391102.2023.2218930

Cited by 1 publication

(8 citation statements)

References 53 publications

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“…Acetinobacter baumannii [108]. The compounds were drawn from the following classes: abietane, diterpenes, alkaloids, cyclic peptides, cyclophane, diterpenoids, hapaloindoles, lipopeptides, macrolides, polyketides, and porphinoids.…”

Section: Computational Studiesmentioning

confidence: 99%

“…i, Massachusetts, North Carolina, and Pennsylvania). The individuals in tolyporphins research number 81 on authored papers [19][20][21]30,[38][39][40][41][42][45][46][47][48][49]51,52,69,79,88,92,104,106,108,112,120,133,164,202,209,214].…”

Section: Perspectivementioning

confidence: 99%

“…A previous report stated the cLog P value of tolyporphin A to be 0.11, which corresponds to a ratio of 1.3:1 in partitioning between octan-1-ol versus water [ 21 ]; the reported value implies a surprising hydrophilicity. Recently, the cLog P value of tolyporphin K was stated to be 4.0 [ 108 ]. Second, the calculations do not take into account passive binding interactions with biomolecules or possible active localization processes, only equilibrium partition between two distinct solvent phases.…”

Section: The Locale Of Tolyporphinsmentioning

confidence: 99%

“…In an in silico search for antibacterial lead compounds, 85 compounds from cyanobacteria were examined in docking studies with the penicillin-binding protein from Acetinobacter baumannii [ 108 ]. The compounds were drawn from the following classes: abietane, diterpenes, alkaloids, cyclic peptides, cyclophane, diterpenoids, hapaloindoles, lipopeptides, macrolides, polyketides, and porphinoids.…”

Section: Potential Pharmacological Properties Of Tolyporphinsmentioning

confidence: 99%

“…A three-point transferable interaction potential (TIP3P) was used to mimic the presence of water molecules around the protein. Molecular dynamics simulations indicated specific molecular interactions that showed little fluctuations over the course of 100 ns [ 108 ]. The structure of tolyporphin K bound to the penicillin-binding protein is shown in Figure 65 .…”

Section: Potential Pharmacological Properties Of Tolyporphinsmentioning

confidence: 99%

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Tolyporphins–Exotic Tetrapyrrole Pigments in a Cyanobacterium—A Review

Nguyen,

Zhang,

Liu

et al. 2023

Molecules

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Tolyporphins were discovered some 30 years ago as part of a global search for antineoplastic compounds from cyanobacteria. To date, the culture HT-58-2, comprised of a cyanobacterium–microbial consortium, is the sole known producer of tolyporphins. Eighteen tolyporphins are now known—each is a free base tetrapyrrole macrocycle with a dioxobacteriochlorin (14), oxochlorin (3), or porphyrin (1) chromophore. Each compound displays two, three, or four open β-pyrrole positions and two, one, or zero appended C-glycoside (or –OH or –OAc) groups, respectively; the appended groups form part of a geminal disubstitution motif flanking the oxo moiety in the pyrroline ring. The distinct structures and repertoire of tolyporphins stand alone in the large pigments-of-life family. Efforts to understand the cyanobacterial origin, biosynthetic pathways, structural diversity, physiological roles, and potential pharmacological properties of tolyporphins have attracted a broad spectrum of researchers from diverse scientific areas. The identification of putative biosynthetic gene clusters in the HT-58-2 cyanobacterial genome and accompanying studies suggest a new biosynthetic paradigm in the tetrapyrrole arena. The present review provides a comprehensive treatment of the rich science concerning tolyporphins.

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Section: Computational Studiesmentioning

confidence: 99%