A review on saponin: plant derived natural surfactants: History
Subjects: Chemistry, Applied
Contributors:

With increasing environmental concern, there is a trend of replacing synthetic products with their natural equivalents all across the globe [1]. However, it is a grand challenge of the present generation, not merely due to the scarcity of their availability, but due to their high extraction and processing costs compared to the manufacturing of their synthetic equivalents [2]. Along these lines are a group of synthetic chemical compounds known as surfactants. Surfactants are usually known as the major components of household detergents and cleaning products [3]. It has the ability to reduce the surface tension of water, thereby enhancing its cleansing ability. Besides, they also find their application as emulsifiers, wetting agents, dispersants and foaming agents in cosmetics, personal care products, food, and paper processing, oilfield field chemicals, agricultural chemicals, pharmaceuticals, textiles, emulsion polymerization, and many other markets as well [4][5].  Owing to their widespread application in diverse fields, surfactants are among the most produced industrial chemicals. This far huge variety of surfactants have been synthesized to meet the demand of consumers. These synthetic surfactants are largely based on petrochemical raw materials  [6]. Because of their petrochemical origin, they are mainly toxic and non-biodegradable, causing many detrimental effects on the environment  [7].

Nevertheless, we have natural surfactants that stand out as eco-friendly and sustainable alternatives to their synthetic equivalents. However, at present, the choices are limited and the available product aesthetics do not offer good cleansing activities that the synthetic formulations do. Natural surfactants, as the name suggests, are of natural origin i.e. derived directly from nature either from plants or animal sources [8]. Based on their origin, natural surfactants are broadly classified into two categories: (i) plant-derived natural surfactants and   (ii) natural surfactants produced by the fermentation of natural substrates like alkanes, oil, sugars, and wastes in the presence of microbes such as bacteria or yeast, usually termed bio-surfactants [2].  The production of biosurfactants, however, requires valuable carbon sources as raw materials, which are expensive and also a major food source for animals and humans [9]. Providently, plants remain largely untapped sources of natural surfactants. Therefore, more research is to be carried out particularly in exploration, extraction, and isolation of natural surfactants from plants distributed widely in nature.

  • natural surfactants
  • synthetic surfactants
  • eco-friendly

Plants synthesize an unlimited number of bioactive chemical substances [10] that are less toxic and biodegradable than synthetic ones. Among the various bioactive chemical compounds derived from plants, saponins are the ones that exhibit surface-active properties [11]. In fact, they belong to a class of nonionic surfactants [8]. They got their name “saponin” derived from Latin word sapo, which means soap as they form soapy lather when agitated with water [12]. Structurally, they are composed of hydrophilic glycone moieties (sugars) glycosidically linked with hydrophobic aglycones moieties (steroids or triterpenoids [13]. This structural feature resembles that of a typical surfactant and hence attributes to their surface-active properties. Based on the aglycone counterpart of saponins, they are classified as (i) steroidal and (ii) triterpenoidal saponins [14]. Steroidal saponins are further classified as (i) spirostanols and (ii) furostanols glycosides [15]. Triterpenoidal saponins are most abundant in the plant kingdom [16]. Furthermore, phytochemical studies have reported the presence of saponins in more than 100 families of plants [17].

Figure 1: Chemical Structure of a typical Saponin molecule.[18]

 

Figure 2: Steroidal agyclones (a) Spirostanol (Diosgenin) (b) Furostanol (Protodiosgenin) [19]

 

 

 

 

 

Figure 3: Terpenoidal agyclone [18]

On the basis of the number of sugar units (glycone) attached to the agyclone saponins are classified as (i) monodesmosidic saponins: a single sugar unit attached to carbon-3. (ii) bidesmosidic saponins: two sugar unist , one attached to Carbon-3 and other attached to Carbon-26 or to Cabon-28.(iii) Tridesmosidic saponins:  three sugar units attached to the agyclone, but are rarely found [18][20]. The sugar units attached to the agyclone may be linear chains or branched chains, which are mainly D-glucose D-galactose, L-arabinose, L-rhamnose, D-xylose, D-fructose or D-glucuronic acid [21][22].

 

 

Figure 4: (a) Monodesmosidic triterpenoid saponin and (b) Bidesomsidic triterpenoid saponin. [16]

Table 1: List of some saponin rich plants traditionally used as natural surfactants.

Scientific Name

Common Name

Parts Used

Saponaria officinalis

Soapwort

Roots and Leaves

Chlorogalum pomeridia

Soap root

Root

Quillaja saponaria

Soap bark

Innerbark

Sapindus saponaria

Soap berry

Seed

Sapindus mukurossi

Soap nut  (Reetha)

Fruit pericarp

 [19][23]

Table 2: List of some saponin rich plants that could be a potential source of natural surfactants.

Scientific Name

Common Name

Parts Used

References

Acacia concinna

Shikakai

Pod and  bark

[23]

Acorus gramineus Aiton

 

Leaf

[23]

Aesculus assamica

 

Leaf

[23]

Aesculus indica

Indian horse chestnut, Kanor, Bankhor

Fruit

[24]

Agave americana L.

Agave, Bara Kunwar, Kantala, Ran Ban

Leaf

[24]

Agave offoyana

 

Flower

[18]

Allium nigrum L

 

Root and Leaf

[18]

Asparagus adscendens Roxb.

Sansban, Saunspali

Fruit and root

[24]

Asparagus racemosus Willd.

Shatavari

Root

[24]

Beaucarnea recurvata

 

Leaf

[18]

Bupleurum chinense

 

Root

[18]

Camellia sinensis

Tea

Seed

[24]

Caryocar villosum

 

Stem

[18]

Chiococca alba

 

Root

[18]

Cissus modeccoides

 

Leaf and  stem

[23]

Cissus repen

 

Stem

[23]

Chlorophytum borivilianum

Safed musli

Leaf

[24]

Dillenia parviflor

 

Fruit

[23]

Harpullia austro-caledonica

 

Bark

[18]

Garcinia sp.

 

Fruit

[23]

Garuga pinnata Roxb

 

Leaf

[23]

Lonicera japonica Thunb.

Honeysuckle

Leaf

[24]

Luffa cylindrica

 

Fruit

[23]

Microcos tomentosa

 

Leaf

[23]

Momordica charantia

 

Fruit and stem

[18]

Oryza sativa L.

 

Peel

[23]

Oxalis corniculata

 

Leaf and  stem

[23]

Salix tetrasperma

 

Pericarp

[23]

Sapindus rarak

 

Fruit

[23]

Sesamun orientale

 

Leaf

[23]

Silene inflata Sm.

Bigru

Root

[24]

Silphium asteriscus

 

Leaf and stem

[18]

Solanum xanthocarpum

 

Fruit

[18]

Tribulus terrestris

 

Fruit

[18]

Yucca schidigera Roez

Yucca

Bark

[1] [18]

Besides their surfactant properties, they are also reported to exhibit a lot of useful biological activities such as antimicrobial, antioxidant, antifungal, anti-inflammatory, anti-cancer, and cholesterol-lowering properties [17].

Because of their excellent surface activity, biological activities, and wide distribution in nature, saponin rich plants deserve deeper insight as a potential source of natural surfactants [23] as they possess the potential to replace toxic synthetic surfactants abundant today.

References

[1]      D. Kregiel et al., “Saponin-Based, Biological-Active Surfactants from Plants,” in Application and Characterization of Surfactants, InTech, 2017.

[2]      K. Holmberg, “Natural surfactants,” Curr. Opin. Colloid Interface Sci., pp. 148–159, 2001.

[3]      N. A. Negm, A. S. El-Tabl, I. A. Aiad, K. Zakareya, and A. H. Moustafa, “Synthesis, characterization, biodegradation and evaluation of the surface active properties of nonionic surfactants derived from Jatropha oil,” J. Surfactants Deterg., vol. 16, no. 6, pp. 857–863, 2013, doi: 10.1007/s11743-013-1494-9.

[4]      K. Jahan, S. Balzer, and P. Mosto, “Toxicity of nonionic surfactants,” vol. 110, pp. 281–290, doi: 10.2495/ETOX080301.

[5]      C. L. Yuan, Z. Z. Xu, M. X. Fan, H. Y. Liu, Y. H. Xie, and T. Zhu, “Study on characteristics and harm of surfactants,” vol. 6, no. 7, pp. 2233–2237, 2014.

[6]      I. Nkafamiya, J. Honda, J. Eneche, and M. Haruna, “Extraction and Evaluation of a Saponin-base Surfactant from Cissus populnea Plant as an Emulsifying Agent,” Asian J. Chem. Sci., vol. 4, no. 1, pp. 1–7, 2018, doi: 10.9734/ajocs/2018/39509.

[7]      A. B. Chhetri, K. C. Watts, M. S. Rahman, and M. R. Islam, “Soapnut extract as a natural surfactant for enhanced oil recovery,” Energy Sources, Part A Recover. Util. Environ. Eff., vol. 31, no. 20, pp. 1893–1903, 2009, doi: 10.1080/15567030802462622.

[8]      L. Tmáková, S. Sekretár, and Š. Schmidt, “Plant-derived surfactants as an alternative to synthetic surfactants: Surface and antioxidant activities,” Chem. Pap., vol. 70, no. 2, pp. 188–196, 2015, doi: 10.1515/chempap-2015-0200.

[9]      F. Y. Garc, D. G. Allen, and E. J. Acosta, “Surfactants from Waste Biomass,” 2010.

[10]    M. Drahansky et al., “We are IntechOpen , the world ’ s leading publisher of Open Access books Built by scientists , for scientists TOP 1 %,” Intech, vol. i, no. tourism, p. 13, 2016, doi: http://dx.doi.org/10.5772/57353.

[11]    S. Balakrishnan, S. Varughese, and A. P. Deshpande, “Micellar characterisation of saponin from Sopindus mukorossi,” Tenside, Surfactants, Deterg., vol. 43, no. 5, pp. 262–268, 2006, doi: 10.3139/113.100315.

[12]    B. Dias, D. Sales, D. Weingart, M. Alice, and Z. Coelho, “Colloids and Surfaces A : Physicochemical and Engineering Aspects Functional properties of saponins from sisal ( Agave sisalana ) and juá ( Ziziphus joazeiro ): Critical micellar concentration , antioxidant and antimicrobial activities,” Colloids Surfaces A Physicochem. Eng. Asp., vol. 436, pp. 736–743, 2013, doi: 10.1016/j.colsurfa.2013.08.007.

[13]    S. G. Sparg, M. E. Light, and J. Van Staden, “Biological activities and distribution of plant saponins,” vol. 94, pp. 219–243, 2004, doi: 10.1016/j.jep.2004.05.016.

[14]    H. Fuchs and A. Weng, “Chemistry and pharmacology of saponins : special focus on cytotoxic properties,” pp. 19–29, 2011.

[15]    L. Dinan and J. Harmatha, “Chromatographic procedures for the isolation of plant steroids,” vol. 935, pp. 105–123, 2001.

[16]    M. Mohamed, A. El, A. S. Ashour, A. Sadek, and G. Melad, “A review on saponins from medicinal plants : chemistry , isolation , and determination,” vol. 7, no. 6, pp. 6–12, 2019, doi: 10.15406/jnmr.2019.08.00199.

[17]    Ö. Guclu-Ustundag and G. Mazza, “Saponins: Properties, applications and processing,” Crit. Rev. Food Sci. Nutr., vol. 47, no. 3, pp. 231–258, Mar. 2007, doi: 10.1080/10408390600698197.

[18]    E. Moghimipour and S. Handali, “Saponin : Properties , Methods of Evaluation and Applications,” vol. 5, no. 3, pp. 207–220, 2015, doi: 10.9734/ARRB/2015/11674.

[19]    W. Oleszek and Z. Bialy, “Chromatographic determination of plant saponins — An update ( 2002 – 2005 ),” vol. 1112, pp. 78–91, 2006, doi: 10.1016/j.chroma.2006.01.037.

[20]    R. R. T. Majinda, “Chapter 16 Extraction and Isolation of Saponins,” no. February 2012, 2015, doi: 10.1007/978-1-61779-624-1.

[21]    I. Chaieb, “Saponins as Insecticides : a Review,” vol. 5, no. 1, 2010.

[22]    S. Böttger, K. Hofmann, and M. F. Melzig, “Bioorganic & Medicinal Chemistry Saponins can perturb biologic membranes and reduce the surface tension of aqueous solutions : A correlation ?,” vol. 20, pp. 2822–2828, 2012, doi: 10.1016/j.bmc.2012.03.032.

[23]    J. Wisetkomolmat, P. Suppakittpaisarn, and S. R. Sommano, “Detergent Plants of Northern Thailand : Potential Sources of Natural Saponins,” pp. 1–14, 2019, doi: 10.3390/resources8010010.

[24]    O. P. Sharma, N. Kumar, B. Singh, and T. K. Bhat, “An improved method for thin layer chromatographic analysis of saponins,” Food Chem., vol. 132, no. 1, pp. 671–674, 2012, doi: 10.1016/j.foodchem.2011.10.069.

[25]    Y. Chen, C. Yang, M. Chang, Y. Ciou, and Y. Huang, “Foam Properties and Detergent Abilities of the Saponins from Camellia oleifera,” pp. 4417–4425, 2010, doi: 10.3390/ijms11114417.

 

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