dbACP: A Comprehensive Database of Anti-Cancer Peptides

dbacp04503

General Description

Peptide name : Magainin A

Source/Organism : African clawed frog

Linear/Cyclic : Linear

Chirality : L

Sequence Information

Sequence : AIGKFLHSAKKFGKAFVGEIMNS

Peptide length: 23

C-terminal modification: Linear

N-terminal modification : Amidation

Non-natural peptide information: None

Activity Information

Assay type : MTT/MTS assay

Assay time : 24h

Activity : IC50 : 9.7 µM

Cell line : NCI-H841

Cancer type : Lung cancer

Other activity : Not found

Physicochemical Properties

Amino acid composition bar chart :

Molecular mass : 2480.9238 Dalton

Aliphatic index : 0.765

Instability index : 3.587

Hydrophobicity (GRAVY) : 0.1783

Isoelectric point : 10.001

Charge (pH 7) : 2.8819

Aromaticity : 0.130

Molar extinction coefficient (cysteine, cystine): (0, 0)

Hydrophobic/hydrophilic ratio : 1.55555555

hydrophobic moment : -0.028

Missing amino acid : C,R,W,Q,T,P,D,Y

Most occurring amino acid : K

Most occurring amino acid frequency : 4

Least occurring amino acid : L

Least occurring amino acid frequency : 1

Structural Information

3D structure :

Secondary structure fraction (Helix, Turn, Sheet): (0.4, 0.2, 0.3)

SMILES Notation: CC[C@H](C)[C@H](NC(=O)[C@H](C)N)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N[C@@H](CO)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc1ccccc1)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@H](C(=O)NCC(=O)N[C@@H](CCC(=O)O)C(=O)N[C@H](C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CO)C(=O)O)[C@@H](C)CC)C(C)C

Secondary Structure :

Method Prediction
GOR HHHHHHHHHHHHHHHHHHHHHHT
Chou-Fasman (CF) CCHHHHHHHHHHHHEEECCCCCC
Neural Network (NN) HHHHHHHHHCCCCCCHHHHHCCC
Joint/Consensus HHHHHHHHHHHHHHCHHHHHCCC

Molecular Descriptors and ADMET Properties

Molecular Descriptors: Click here to download

ADMET Properties: Click here to download

Cross Referencing databases

Pubmed Id : 1319823 2285300

Uniprot : Not available

PDB : Not available

CancerPPD : Click here

ApIAPDB : Not available

CancerPPD2 ID : Not available

Reference

1 : Huang CM, et al. Magainin analogs effective against pathogenic protozoa. Antimicrob Agents Chemother. 1990; 34:1824-6. doi: 10.1128/AAC.34.9.1824

2 : Ohsaki Y, et al. Antitumor activity of magainin analogues against human lung cancer cell lines. Cancer Res. 1992; 52:3534-8.

Literature

Paper title : Magainin analogs effective against pathogenic protozoa.

Doi : https://doi.org/10.1128/AAC.34.9.1824

Abstract : The in vitro activities of magainin analogs against Blastocystis hominis, Entamoeba histolytica, and Trypanosoma cruzi were assessed by protozoan morphological integrity and motility. The antiprotozoan activities in descending order were magainin B greater than G greater than H, the same order as the alpha-helix contents of the analogs. Magainin B and G were effective against B. hominis, T. cruzi, and E. histolytica.

Paper title : Antitumor activity of magainin analogues against human lung cancer cell lines.

Doi : https://doi.org/Not available

Abstract : Magainin 1 and magainin 2, originally isolated from African clawed frog Xenopus laevis skin, inhibit the growth of bacteria and fungi. Synthetic magainin A (MAG A) and magainin G (MAG G) are more potent against bacteria and protozoa. In order to determine the antitumor activity of these analogues, we have tested these two analogues against six small cell lung cancer (SCLC) cell lines NCI-H82, NCI-H526, NCI-H678, NCI-H735, NCI-H841, and NCI-H889, which were known to differ by more than 10-fold in their sensitivity to different chemotherapeutic agents, and four normal human fibroblast cell lines. Semiautomated 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assays of the six SCLC cell lines revealed average concentrations producing 50% inhibition (IC50) values of 2.6 microM (range, 0.49-9.30 microM) for cisplatin, 2.5 microM (range, 0.39-6.00 microM) for etoposide, and 138.8 nM (range, 55.0-450.0 nM) for doxorubicin. The average IC50 of MAG A was 8.64 microM (range, 6.23-11.7 microM) and that of MAG G was 8.82 microM (range, 4.44-12.5 microM) against the SCLC cell lines. Despite a 10-fold difference in sensitivity to standard chemotherapeutic agents, the IC50 of MAG A and MAG G differs by less than 3-fold. The average IC50 against four normal human fibroblast cell lines was 21.1 microM (range, 12.7-25.6 microM) for MAG A and 29.2 microM (range, 21.3-34.8 microM) for MAG G. Combined exposure to the IC50 concentration of MAG A or MAG G plus IC50 of etoposide or cisplatin decreased the percentage of surviving SCLC cells to 29.0% (range, 26.1-31.7%). MAG A or MAG G had an additive effect when used with standard chemotherapeutic agents. These data suggest that MAG A and MAG G have in vitro antitumor activity against SCLC cell lines.