International Journal of Applied Research in Natural Products
Vol. 7 (2), pp. 32-38.
Directory of Open Access Journals
©2008-2014. IJARNP-HS Publication
___________________
*Corresponding Author.
galba_takaki@yahoo.com.br
+55 8121194017
Available online http.//www.ijarnp.org
Original Research
Production and toxicological evaluation of Prodigiosin
from Serratia marcescens UCP/WFCC1549 on
Mannitol Solid Medium
Lapenda Lins JC
1
, Maciel CCS
2
, Xavier HS
3
, Alves da Silva CA
4
, Campos-Takaki GM
4*
1
Mestrado em Ciências Biológicas, Universidade Federal de Pernambuco, 50670-901 Recife-PE, Brasil
2
Centro de Ciências da Saúde, UNIFOR , Universidade de Fortaleza , 60811-905 Fortaleza, Ceará
3
Departmentode Farmácia, Universidade Federal de Pernambuco,50740-521 Recife-PE, Brasil
4
Núcleo de Pesquisas emCiências Ambientais e Biotecnologia, Coordenação Geral de Pesquisa, Pró-reitoria
Acadêmica, Universidade Católica de Pernambuco, 50050-590 Recife, PE, Brasil
Summary. Prodigiosins, a family of natural red pigments, were produced by a new strain of Serratia marcescens UCP/WFCC1549 using
peptone-glycerol and mannitol solid media. Prodigiosin is a secondary metabolite alkaloid (5((3-methoxy-5-pyrrol-2-ylidene-pyrrol-2-
ylidene)-methyl)-2-methyl-3-pentyl-1H-pyrrole) with a unique tripyrrole chemical structure, and has antimicrobial, antimalarial,
antimycotic, immunomodulating, antitumor and anti-proliferative properties. The mannitol medium produced a high amount of biomass, and
the red pigment was extracted by methanol and scanned at 200-700nm. The raw pigment was purified by exclusion chromatography by
Sephadex LH-20, resulting in 96 fractions. The isolated red pigment was analyzed by electrospray ionization mass spectrometry (GC-MS),
its molecular weight was 323.4Da, and it was identified as Prodigiosin. Cytotoxic activity using Artemia salina showed LC 50 = 78.33
μg/mL.
Industrial relevance. Prodigiosin produced by Serratia marcescens is a promising drug owing to its reported characteristics of having
antifungal, anti-microbial, anti-malarial, anti-cancer and immunosuppressive properties. Of these, its immunosuppressive and anti-cancer
activities have received greatest attention because they have clinical promise. From the point of view of industrial production, we obtained a
suitable medium so as simultaneously to enhance the growth of Serratia marcescens UCP/WFCC1549 and production of the pigment. The
red purified fraction was identified as Prodigiosin and is a promising molecule owing to its low toxicity and potential for therapeutic
application in the future.
Keywords. cytotoxicity; mannitol medium; mass spectrometry; phytotoxicity; Serratia marcescens; Prodigiosin.
INTRODUCTION
Various bacteria possess a huge ability to produce biopigments that can be synthesized to produce medicinally important
products. Red pigment produced as a secondary metabolite alkaloid with a unique tripyrrole chemical structure has been
isolated from a few species such as Serratia, Pseudomonas and Streptomyces [Bennett and Bentley, 2000; Giri et al., 2004;
Song et al. 2006].
Serratia marcescens, Prodigiosin is characterized as (5( 3(methoxy-5 pyrrol-2-ylidene-pyrrol-2-ylidene)-methyl)-2-
methyl-3-pentyl-1H-pyrrole) as an alkaloid with a unique tripyrrole chemical structure [Isaka et al., 2002; Furstner, 2003;
Kim et al., 2008a; Lee et al., 2011; Ryazantseva, Andreyeva, 2014]. However, Prodigiosin appears only in the later stages of
bacterial growth, while other microorganisms such as Zooshikella rubidus, Vibrio sp., Streptomyces griseoviridis, and
Hahella chejuensis are described as Prodigiosin producers [Kawasaki et al. 2008; Kim et al. 2008b; Borić et al.2011; Lee et
al. 2011].
Prodigiosin belongs to the family of prodigionines that is characterized by having a tripyrrol linear structure, and called
Prodigiosinide, which is common to all the members of this family such as (? apagar Prodigiosin porque já é citado – 1a.
palavra desta sentença,) CycloProdigiosin, MetacycloProdigiosin, Dipyrrolildipirromethan, all odf which have a common
pyrrolyldipyrrolylmethene skeleton. The chemical structure of Prodigiosin comprises three rings which form a
pyrrolylpyrromethane skeleton with a C-4 methoxy group, with the molecular formula C
20
H
25
N
3
O [Harris et al., 2004; Song
et al., 2006; Williamson et al., 2006a; 2006b] (Figure 1). Macrocyclic prodiginines appear to be derived from
undecylprodiginine by oxidative cyclisation [Azuma et al., 2000; Cerdeño et al., 2001; Azambuja, Garcia, 2004; Fineran et
al., 2005; Baldino et al., 2006; Song et al., 2006]. Chromogenic biotypes from the natural environment have rarely resulted